86-44-2|3-Benzyl-7-hydroxy-4-methyl-2H-chromen-2-one| Ambeed

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Quality Control of [ 86-44-2 ] Purity: 97% SDS Specification

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NMR

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CNMR

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Product Details of [ 86-44-2 ]

CAS No. :	86-44-2
Formula :	C₁₇H₁₄O₃
M.W :	266.29
SMILES Code :	O=C1C(CC2=CC=CC=C2)=C(C)C3=C(O1)C=C(O)C=C3
MDL No. :	MFCD00047643
InChI Key :	IDFOCEQDKOOOER-UHFFFAOYSA-N
Pubchem ID :	5338538

Safety of [ 86-44-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H317-H319
Precautionary Statements:	P280-P305+P351+P338

Application In Synthesis of [ 86-44-2 ]

* 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 [ 86-44-2 ]

[ 86-44-2 ] Synthesis Path-Downstream 1~35

1
[ 86-44-2 ]
3-benzyl-4-methyl-2-oxo-2H-chromen-7-yl benzoate [ No CAS ]

References: [1]Journal of the Indian Chemical Society,1929,vol. 6,p. 801.

2
3-benzyl-7-hydroxy-4-methyl-2-oxo-2H-chromene-6-carboxylic acid [ No CAS ]
[ 86-44-2 ]

References: [1]Journal of the Indian Chemical Society,1938,vol. 15,p. 383,387.

3
[ 620-79-1 ]
[ 108-46-3 ]
[ 86-44-2 ]

Yield	Reaction Conditions	Operation in experiment
	at 65℃; for 4h;	General procedure: To a stirred solution of the above mentioned products in PPA 3 g,resorcino (1 eq) was added. The reaction mixture was stirred at65 C for 4 h. The mixture solution had to rest overnight, thendiluted with 100 mL water. The precipitated solid was filtered off,washed with water to give the crude product. The crude productwas purified by silica gel chromatography using cyclohexane-ethylacetate as eluate to give 7-hydroxy-chromen-2-one derivatives(67%).

References: [1]Green Chemistry,2022,vol. 24,p. 2429 - 2437.
[2]Molecules,2013,vol. 18,p. 6057 - 6091.
[3]Journal of the Chemical Society,1915,vol. 107,p. 431.
[4]Journal of the Indian Chemical Society,1931,vol. 8,p. 129,132.
Journal of the Indian Chemical Society,1935,vol. 12,p. 536,539.
[5]Journal of the Indian Chemical Society,1953,vol. 30,p. 743,745.
[6]Journal of the Indian Chemical Society,1935,vol. 12,p. 536,539.
[7]Bioorganic and Medicinal Chemistry Letters,2004,vol. 14,p. 2411 - 2415.
[8]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 272 - 275.
[9]European Journal of Medicinal Chemistry,2020,vol. 204.

4
[ 110-91-8 ]
[ 50-00-0 ]
[ 86-44-2 ]
3-benzyl-7-hydroxy-4-methyl-8-morpholin-4-ylmethyl-chromen-2-one [ No CAS ]

References: [1]Journal of the Indian Chemical Society,1964,vol. 41,p. 200 - 202.

5
[ 86-44-2 ]
KOH-solution [ No CAS ]
[ 2550-26-7 ]
[ 89-86-1 ]

References: [1]Journal of the Chemical Society,1915,vol. 107,p. 431.

Yield	Reaction Conditions	Operation in experiment
48%		General procedure: Substituted aniline IV (1 eq) was added portionwise to theketo ester III (3 eq.) preheated to 160 C. under nitrogen. Thereaction was allowed to stir until TLC showed complete disappearance of starting aniline. The reaction was cooled to anddiluted with a 1:1 mixture of heptanes and diethyl ether. Theresultant solid was filtered and dried to get the crude productwhich was used in the next step without further purification.This product was added to methanesulfonic acid (5 vol) preheated to 85 C. The reaction was allowed to stir at thattemperature (15-60 mins) until TLC showed complete disappearance of starting material. The reaction mixture wascooled to room temperature and ice water (15 vol) was addedto it. The resultant solid was filtered, washed with aq. Sodiumbicarbonate and water and dried to get the pure V. Details ofcompounds are given in Table 2.

7
[ 7446-70-0 ]
[ 98-95-3 ]
[ 620-79-1 ]
[ 108-46-3 ]
[ 86-44-2 ]

References: [1]Journal of the Indian Chemical Society,1953,vol. 30,p. 743,745.

8
[ 98-03-3 ]
[ 86-44-2 ]
3-benzyl-7-hydroxy-4-(2-hydroxy-2-thiophen-2-yl-ethyl)-chromen-2-one [ No CAS ]