Ethanol → alpha-(Aminomethyl)-4-methoxybenzyl alcohol

HRID 1006136

반응식

HRID 1006136 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6](C=O)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:17]O.C(O)(=O)/C=C/C(O)=O.[CH2:27]([OH:29])[CH3:28]>>[NH2:17][CH2:28][CH:27]([C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[OH:29]

참가 물질

6

반응물 5

HCID 702EthanolHCID 787HydroxylamineHCID 312444-MethoxybenzaldehydeHCID 444972Fumaric AcidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 3016949alpha-(Aminomethyl)-4-methoxybenzyl alcohol

실험 절차

2-Amino-1-(4-methoxyphenyl)ethanol was prepared according to the procedure of Evans et al., J. Org. Chem., 39, 914 (1974) by cyanosilylation of 4-methoxybenzaldehyde followed by lithium aluminum hydride reduction. The crude aminoalcohol (36.9 g) was dissolved in 150 mL of hot ethanol on a steam bath. To this mixture was slowly added 12.83 g of fumaric acid. The precipitated salt was filtered and washed with additional ethanol. Recrystallization from methanol provided greater than 99% pure 2:1 amine:fumarate salt.

후처리

  1. filtrationThe precipitated salt was filtered
  2. washwashed with additional ethanol
  3. customRecrystallization from methanol

출처 및 근거

ORD 기록
ord-d74057ed765e4da580bf356fe71f8cb0
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06787635B2

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