Methanol → L-Phenylalanine, methyl ester

HRID 1649950Notes

Reaction equation

HRID 1649950 reaction equation
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:11][C:10](=[O:12])[C@H:2]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH2:1]

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 6140L-Phenylalanine2×

Product 1

HCID 736234L-Phenylalanine, methyl ester

Procedure

279.0 g of wet crystals of L-Phe 1/2 sulfate hemihydrate (20% of adsorbed water based on the total weight, 1.00 mole as L-Phe) was suspended in 250 ml of MeOH and, after adding 60 ml of 98% sulfuric acid, reacted at 85° C. for 4 hours. The reaction was carried out while distilling off the water and MeOH and replenishing the MeOH.

Workup

  1. customreacted at 85° C. for 4 hours
  2. distillationwhile distilling off the water and MeOH

Sources & evidence

ORD record
ord-f5a312905d2249e5934944a4460d6d5c
Source dataset
uspto-grants-1990_05
Patent number
US04922011

Reaction notes

Loading…