108125-07-1|(4-Methoxy-3-methylphenyl)methanamine| Ambeed

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Quality Control of [ 108125-07-1 ] Purity: 96% SDS Specification

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Product Details of [ 108125-07-1 ]

CAS No. :	108125-07-1
Formula :	C₉H₁₃NO
M.W :	151.21
SMILES Code :	NCC1=CC=C(OC)C(C)=C1
MDL No. :	MFCD07786727
InChI Key :	XDGSESTXOSTZCM-UHFFFAOYSA-N
Pubchem ID :	23087612

Safety of [ 108125-07-1 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H315-H318-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501
Class:	8
UN#:	2735
Packing Group:	Ⅲ

Application In Synthesis of [ 108125-07-1 ]

* 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 [ 108125-07-1 ]

[ 108125-07-1 ] Synthesis Path-Downstream 1~11

1
[ 32723-67-4 ]
<NH4>2CO3 [ No CAS ]
[ 108125-07-1 ]

References: [1]Journal of the Karnatak University,1957,vol. 2,p. 19,26.

3
[ 108125-07-1 ]
4-methoxy-3-methyl-benzylamine; hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In diethyl ether; at 0℃;	<strong>[108125-07-1][3-methyl-4-(methyloxy)phenyl]methyl}amine</strong> hydrochloride4-methoxy-3-methylbenzaldehyde (10g, 66.6mmol), hydroxylamine hydrochloride (7.87g,111. 2mmol) and Et3N (63ml, 440mmol) inCH2CI2 (250ml) were stirred at rt for 18h. The mixture was quenched with water (150ml), the aqueous phase extracted withCH2CI2(150mi) andethylacetate (150ml). The organic layers were evaporated to give the product A. To a solution of 10.6 g(280mol) of NaBH4 in 150 mL of anhydrous DME under argon at0 C was added dropwise TiCl4 (15.3moi,140mol) then the product A diluted in 50 mL of DME was added dropwise maintaining temperature at0 C. The resulting mixture was stirred at rt overnight. At0 C, the mixture was quenched with a progressive addition of 200 mL of water, then basified with NaOH (25%) A dark blue precipitate formed. The organic layer was extracted <Desc/Clms Page number 83>three times with ethyl acetate, filtered and evaporated. The resulting yellow oil was diluted in anhydrous diethyl ether and, at0 C, 50 mL of HCI (2N in diethyl ether) was added to give a white precipitate which was filtered off (10.9g). Yield : 87% 'H NMR (DMSO)6 : 7.33-7. 24 (m, 2H); 6.95 (d, 1H); 3.88 (m, 2H); 3.78 (s, 3H); 2.14 (s, 3H)

References: [1]Patent: WO2005/49578,2005,A1 .Location in patent: Page/Page column 82-83.

4
[ 108125-07-1 ]
4-(aminomethyl)-2-methylphenol hydrobromide salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With hydrogen bromide; In water; for 18.0h;Heating / reflux;	Intermediate(iii)4- (aminomethyl)-2-methvlphenol Intermediate(il) (1 equiv. ) in excess 40%HBr/H2O (Aldrich) is refluxed for 18h. The reaction is then evaporated to dryness to afford the title compound hydrobromide salt as a grey solid (97%).

References: [1]Patent: WO2005/49578,2005,A1 .Location in patent: Page/Page column 28-29.

5
[ 90609-89-5 ]
[ 108125-07-1 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium acetate;palladium on activated charcoal; In methanol; for 18.0h;	Intermediate (ii) fr3-methvl-4- (methvloxv) phenvllmethvlamine To Intermediate intermediate (i) (1 equiv. ) in MeOH (200mL) at rt is added [MeCO2] NH4 (6 equiv. ), Pd/C (0.01 equiv. ) and molecular sieves The reaction is then heated to reflux for 18h. The reaction mix is filtered through celite, evaporated to dryness and treated with HCI (1N). The aqueous layer is washed with CH2CI2, filtered, basified to pH > 14 and extracted with CH2CI2 (3 x 50mL). The combined organic layers are washed with H2O, dried over Na2SO4, filtered and evaporated to dryness to afford the title compound as an oil
	With sodium tetrahydroborate; titanium tetrachloride; In 1,2-dimethoxyethane; at 0 - 20℃;	[3-methyl-4-(methyloxy)phenyl]methyl}amine hydrochloride4-methoxy-3-methylbenzaldehyde (10g, 66.6mmol), hydroxylamine hydrochloride (7.87g,111. 2mmol) and Et3N (63ml, 440mmol) inCH2CI2 (250ml) were stirred at rt for 18h. The mixture was quenched with water (150ml), the aqueous phase extracted withCH2CI2(150mi) andethylacetate (150ml). The organic layers were evaporated to give the product A. To a solution of 10.6 g(280mol) of NaBH4 in 150 mL of anhydrous DME under argon at0 C was added dropwise TiCl4 (15.3moi,140mol) then the product A diluted in 50 mL of DME was added dropwise maintaining temperature at0 C. The resulting mixture was stirred at rt overnight. At0 C, the mixture was quenched with a progressive addition of 200 mL of water, then basified with NaOH (25%) A dark blue precipitate formed. The organic layer was extracted <Desc/Clms Page number 83>three times with ethyl acetate, filtered and evaporated. The resulting yellow oil was diluted in anhydrous diethyl ether and, at0 C, 50 mL of HCI (2N in diethyl ether) was added to give a white precipitate which was filtered off (10.9g). Yield : 87% 'H NMR (DMSO)6 : 7.33-7. 24 (m, 2H); 6.95 (d, 1H); 3.88 (m, 2H); 3.78 (s, 3H); 2.14 (s, 3H)

References: [1]Patent: WO2005/49578,2005,A1 .Location in patent: Page/Page column 28.
[2]Patent: WO2005/49578,2005,A1 .Location in patent: Page/Page column 82-83.

6
[ 5909-24-0 ]
[ 108125-07-1 ]
ethyl 4-(4-methoxy-3-methylbenzylamino)-2-(methylthio)pyrimidine-5-carboxylate [ No CAS ]