300374-83-8|1-(3,4-Dimethoxyphenyl)-2,2,2-trifluoroethanone| Ambeed

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Quality Control of [ 300374-83-8 ] Purity: 95% SDS Specification

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Product Details of [ 300374-83-8 ]

CAS No. :	300374-83-8
Formula :	C₁₀H₉F₃O₃
M.W :	234.17
SMILES Code :	FC(F)(F)C(C1=CC=C(OC)C(OC)=C1)=O
MDL No. :	MFCD01319991
InChI Key :	YFISYXOGMSGFRE-UHFFFAOYSA-N
Pubchem ID :	2758493

Safety of [ 300374-83-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 300374-83-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 300374-83-8 ]

[ 300374-83-8 ] Synthesis Path-Downstream 1~28

1
[ 91-16-7 ]
[ 300374-83-8 ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; trifluoroacetic anhydride;AlCl3; In hexane; dichloromethane; ethyl acetate;	18.1: 2,2,2-Trifluoro-1-(3,4-dimethoxyphenyl)-ethanone 13.8 g (0.10 mol) of 1,2-dimethoxybenzene and 12.2 g (0.10 mol) of 4-dimethylaminopyridine are mixed in 75 ml of CH2Cl2 and cooled in an ice bath. To the solution are added dropwise 21.0 g (0.10 mol) of trifluoroacetic anhydride, followed by 32.0 g (0.24 mol) of AlCl3 by portions. The reaction mixture is stirred at room temperature overnight, poured into ice water, and extracted with CH2Cl2. The organic phase is washed with water, dried over MgSO4, and concentrated. The residue is purified by flash chromatography on silica gel with ethyl acetate and hexane (1:9), yielding 2.9 g of product as white solid.

References: [1]Patent: US6512020,2003,B1 .
[2]Chemistry - A European Journal,2014,vol. 20,p. 17185 - 17197.

2
[ 300374-83-8 ]
[ 5470-11-1 ]
2,2,2-trifluoro-1-(3,4-dimethoxyphenyl)-ethanone oxime [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium acetate; In ethanol; water;	18.2: 2,2,2-Trifluoro-1-(3,4-dimethoxyphenyl)-ethanone oxime 2.9 g (9.7 mmol) of 2,2,2-trifluoro-1-(3,4-dimethoxyphenyl)-ethanone are dissolved in 12 ml of ethanol at 80 C. To the solution are added dropwise 0.83 g (12.0 mmol) of hydroxylammonium chloride and 1.2 g (15.0 mmol) of sodium acetate dissolved in 6 ml of water. The reaction mixture is refluxed for 7.5 hours, poured into ice water, and extracted with ether. The organic phase is washed with water and brine, dried over MgSO4, and concentrated, yielding 2.3 g of 2,2,2-trifluoro-1-(3,4-dimethoxyphenyl)-ethanone oxime. The crude product is used in the next reaction step without further purification.

References: [1]Patent: US6512020,2003,B1 .

3
[ 300374-83-8 ]
[ 75-52-5 ]
[ 1422984-85-7 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2983 - 2986.

4
[ 300374-83-8 ]
[ 1422985-24-7 ]
3-(2-(3,4-dimethoxyphenyl)-1,1,1-trifluoro-3-nitropropan-2-yl)-1H-indole [ No CAS ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2983 - 2986.

5
[ 300374-83-8 ]
[ 1422985-05-4 ]

References: [1]Journal of the American Chemical Society,2013,vol. 135,p. 2983 - 2986.

6
[ 131252-26-1 ]
[ 300374-83-8 ]

References: [1]Chemistry - A European Journal,2016,vol. 22,p. 8089 - 8094.
[2]Chemistry - A European Journal,2014,vol. 20,p. 17185 - 17197.

7
[ 91-16-7 ]
[ 433-27-2 ]
[ 300374-83-8 ]

References: [1]Chemistry - A European Journal,2014,vol. 20,p. 17185 - 17197.

8
[ 300374-83-8 ]
[ 536-74-3 ]
2-(3,4-dimethoxyphenyl)-1,1,1-trifluoro-4-phenylbut-3-yn-2-ol [ No CAS ]

References: [1]Chemistry - A European Journal,2016,vol. 22,p. 8089 - 8094.

9
[ 120-14-9 ]
[ 300374-83-8 ]

References: [1]Chemistry - A European Journal,2016,vol. 22,p. 8089 - 8094.

10
[ 13081-18-0 ]
3,4-dimethoxybenzenediazonium tetrafluoroborate [ No CAS ]
[ 300374-83-8 ]

References: [1]Chemistry - A European Journal,2016,vol. 22,p. 16455 - 16458.

11
[ 300374-83-8 ]
[ 112-12-9 ]
1,1,1-trifluoro-2-hydroxy-2-(3,4-diemethoxyphenyl)tridecan-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%		A solution of 5 undecan-2-one (306 mg, 1.8 mmol) in 6 THF (8 mL) was cooled to -78 C. , then 7 LDA (2M solution in THF, 1.05 mL, 2.1 mmol) was added slowly. The mixture was stirred at -78 C. for 45 mins. A solution of 8 <strong>[300374-83-8]2,2,2-trifluoro-1-(3,4-dimethoxyphenyl)ethanone</strong> (234 mg, 1.0 mmol) in THF (2 mL) was added slowly. After stirred at -78 C. for 4 hrs, the mixture was warmed to RT for 30 mins. 20 mL of Sat'd aq. NH4Cl was added. This mixture was extracted with diethyl ether (30 ml) twice. The combined ether layer was washed with brine (20 mL), dried over Na2SO4 and concentrated under vacuum. The residue was purified by ISCO flash column (0-10% 9 ethyl acetate/hexanes to afford 10 title compound 404 mg (100%). LC/MS: Rf=6.88 min, purity>95%, (M+H)+=404.68. 1H NMR (300 MHz, CDCl3) δ 7.13-7.22 (m, 1H), 6.91-7.05 (m, 1H), 6.83 (d, J=8.50 Hz, 1H), 3.85 (s, 3H), 3.86 (s, 3H), 3.05-3.36 (m, 2H), 2.28-2.58 (m, 2H), 1.40-1.61 (m, 2H), 1.22 (br. s., 12H), 0.86 (t. J=6.45 Hz, 3H)
35 mg		To a solution of undecan-2-one (306 mg, 1.8 mmol) in THF(8 mL) at 78 C, LDA (2 M solution in THF, 1.1 mL, 2.2 mmol) wasadded slowly. The mixture was stirred at 78 C for 45 min. Next, asolution of <strong>[300374-83-8]2,2,2-trifluoro-1-(3,4-dimethoxyphenyl)ethanone</strong>(234 mg, 1.0 mmol) in THF (0.5 mL) was added slowly. The solutionwas stirred at 78 C for 3 h 40 mL of saturated NH4Cl was addedand the mixture was extracted from 20 mL of diethyl ether twice.The ether layers were combined and washed with 20 mL of brine,dried over Na2SO4 and concentrated by rotary evaporation. Theresidue was purified by silica chromatography with 0e10% ethylacetate/hexanes. The residue was re-suspended in toluene (4 mL),mixed with pTsOH (48 mg, 0.25 mmol), and heated at 125 C for 1 h.After completion, the mixture was concentrated by rotary evaporationand purified by silica with 0e10% ethyl acetate/hexanes togive the title compound. Yield 35 mg, 0.095 mmol (9.5%). LC/MS:Rf 8.42 min. Purity >95%. 1H NMR (300 MHz, CHLOROFORM-d):d 7.32 (s, J 3.51 Hz, 1H), 7.26 (s, J 3.04 Hz, 1H), 6.98 (s, J 3.30 Hz,1H), 6.66e6.72 (m, 1H), 6.50 (s, 1H), 3.94 (d, J 2.93 Hz, 6H), 2.77(d, J 7.62 Hz, 2H), 1.65 (d, J 7.62 Hz, 3H), 1.23e1.47 (m, 11H),0.83e0.93 (m, 3H), 0.00 (s, 1H). m/z 391.1855 [M Na].

References: [1]Patent: US2019/62298,2019,A1 .Location in patent: Paragraph 0059; 0060.
[2]European Journal of Medicinal Chemistry,2020,vol. 186.

12
[ 300374-83-8 ]
(Z)-3-(trifluoromethyl)-1-nonylidene-1H-indene-5,6-diol [ No CAS ]

References: [1]Patent: US2019/62298,2019,A1 .
[2]European Journal of Medicinal Chemistry,2020,vol. 186.

13
[ 300374-83-8 ]
(Z)-3-(trifluoromethyl)-5,6-dimethoxy-1-nonylidene-1H-indene [ No CAS ]

References: [1]Patent: US2019/62298,2019,A1 .
[2]European Journal of Medicinal Chemistry,2020,vol. 186.

14
[ 300374-83-8 ]
(E)-3-(trifluoromethyl)-1-nonylidene-1H-indene-5,6-diol [ No CAS ]

References: [1]Patent: US2019/62298,2019,A1 .
[2]European Journal of Medicinal Chemistry,2020,vol. 186.

15
[ 300374-83-8 ]
3-amino-3-(3,4-dimethoxyphenyl)-4,4,4-trifluorobutanoic acid [ No CAS ]

References: [1]Organic Letters,2019,vol. 21,p. 2340 - 2345.

16
[ 300374-83-8 ]
[ 4039-32-1 ]
C₁₃H₁₈F₃NO₂Si [ No CAS ]

References: [1]Organic Letters,2019,vol. 21,p. 2340 - 2345.

17
[ 300374-83-8 ]
[ 24588-56-5 ]
(E)-2-deutero-1-(1-deuteropentylidene)-3-(trifluoromethyl)-1H-indene-5,6-diol [ No CAS ]