Acetone → phenyl-Alanine

HRID 1389266Notes

Reaction equation

HRID 1389266 reaction equation
OC([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(C)C#N.[CH3:12][C:13]([CH3:15])=O.[OH-:16].[Na+].[NH4+:18].[OH-:19]>[C-]#N.[K+]>[C:6]1([NH:18][C@H:13]([C:15]([OH:19])=[O:16])[CH3:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 14923Ammonium HydroxideHCID 10866487HCID 10866487, compound

Product 1

HCID 817923phenyl-AlanineYield 85%

Reagents, catalysts & solvents 1

HCID 9032Potassium CyanideSolvent

Procedure

Following the same mode of operation as in the above example, starting with 0.14 g (approx. 10-3 mol) of α-hydroxyphenyl propionitrile in 2 ml of 0.1 M solution in KCN and 0.2 M in NH4OH 10 N, and after adding 0.06 g of acetone and 0.11 ml of NaOH 10 N after neutralisation, quantitative analysis by an analyst of α-amino acids gave a yield of 85% of phenyl alanine.

Sources & evidence

ORD record
ord-f0497aef095141fb94ff8352effe82ef
Source dataset
uspto-grants-1981_01
Patent number
US04243814

Reaction notes

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