Ammonia → L-Phenylalanine

HRID 464799Notes

Reaction equation

HRID 464799 reaction equation
S(=O)(O)[O-].[K+].[C:6]1([CH2:12][CH:13]=O)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C-]#[N:16].[Na+].[C:18](=[O:21])([O-])[O-:19].[NH4+].[NH4+].N>O.CO>[NH2:16][C@H:13]([C:18]([OH:19])=[O:21])[CH2:12][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

8

Reactant 5

HCID 222AmmoniaHCID 998PhenylacetaldehydeHCID 8929Sodium CyanideHCID 517111Ammonium CarbonateHCID 23663620Potassium Bisulfite

Product 1

HCID 6140L-Phenylalanine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In a 100 l-volume hasteroi-made autoclave was placed 7.2 kg (30 moles) of a potassium bisulfite addition salt of phenylacetaldehyde, 1.76 kg (35.9 moles) of sodium cyanide, 4.32 kg (45 mole) of ammonium carbonate, 6 l (90 mole) of a 25% aqueous ammonia, 9 l of methanol and 24 l of water and the mixture was reacted at 100° C. for 2 hours to obtain precursors of phenylalanine. After the ammonia and methanol were removed by heating the reaction solution, the hydrolysis was carried out at 150° C. for 1.0 hour using 4.8 kg (120 moles) of caustic soda.

Workup

  1. customthe mixture was reacted at 100° C. for 2 hours

Sources & evidence

ORD record
ord-5ed97fdd202f42ffa05e2d7fc2adfb18
Source dataset
uspto-grants-1985_10
Patent number
US04549028

Reaction notes

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