Homophenylalanine, DL- → 2-Amino-4-phenylbutan-1-ol

HRID 634774

Reaction equation

HRID 634774 reaction equation
[NH2:1][CH:2]([C:11](O)=[O:12])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[NH2:1][CH:2]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:11][OH:12]

Participants

3

Reactant 2

HCID 102530Homophenylalanine, DL-HCID 21226445Aluminium lithium hydride

Product 1

HCID 131450362-Amino-4-phenylbutan-1-olYield 78.1%

Procedure

Following the general procedure of example 40b, DL-homophenylalanine (5.0 g, 27.9 mmol) was reduced with LiAlH4 to give (RS)-2-amino-4-phenyl-butan-1-ol (3.6 g, 78%, MS: m/e=166 (M+H+)) as a light yellow solid.

Sources & evidence

ORD record
ord-922d82ec72894955b59b642a49546f4e
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Linked notes

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