| Identification | Back Directory | [Name]
(4-AMINO-3-METHOXYPHENYL)METHANOL | [CAS]
148459-54-5 | [Synonyms]
4-Amino-3-methoxybenzyl Alcohol
(4-AMINO-3-METHOXYPHENYL)METHANOL
4-Amino-3-methoxy-benzenemethanol
BenzeneMethanol,4-aMino-3-Methoxy-
[4-Amino-3-(methyloxy)phenyl]methanol | [Molecular Formula]
C8H11NO2 | [MDL Number]
MFCD08236863 | [MOL File]
148459-54-5.mol | [Molecular Weight]
153.18 |
| Chemical Properties | Back Directory | [Boiling point ]
312℃ | [density ]
1.182 | [Fp ]
142℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [Appearance]
Light brown to yellow Liquid | [InChI]
InChI=1S/C8H11NO2/c1-11-8-4-6(5-10)2-3-7(8)9/h2-4,10H,5,9H2,1H3 | [InChIKey]
RVYSKGNWKIIUIF-UHFFFAOYSA-N | [SMILES]
C1(CO)=CC=C(N)C(OC)=C1 |
| Hazard Information | Back Directory | [Uses]
(4-Amino-3-methoxyphenyl)methanol is a key intermediate in cyclotriveratrylene chemistry. | [Synthesis]
3-Methoxy-4-nitrobenzyl alcohol (5 g, 27 mmol) was used as starting material, which was dissolved in methanol (250 mL) and subsequently transferred to a reaction flask containing 10% Pd-C catalyst (5 mol%). The reaction mixture was stirred and reacted overnight under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth plug and the filtrate was concentrated. The crude product was purified by silica gel column chromatography using EtOAc/hexane as eluent to give the final 4-amino-3-methoxybenzyl alcohol as a colorless oil (0.5 g, 15% yield). | [References]
[1] Bulletin de la Societe Chimique de France, 1993, vol. 130, # 1, p. 93 - 95
[2] Patent: WO2005/97752, 2005, A1. Location in patent: Page/Page column 124-125
[3] Tetrahedron, 2004, vol. 60, # 19, p. 4295 - 4302
[4] Patent: US5994368, 1999, A
[5] Patent: US6008229, 1999, A |
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