4-Bromophenylalanine → Methyl 2-amino-3-(4-bromophenyl)propanoate

HRID 1429360Notes

Reaction equation

HRID 1429360 reaction equation
[NH2:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].Cl.[CH3:15]O>>[NH2:1][CH:2]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([Br:13])=[CH:11][CH:12]=1)[C:3]([O:5][CH3:15])=[O:4]

Participants

3

Reactant 2

HCID 856814-BromophenylalanineHCID 21893726Hydrochloride methanol

Product 1

HCID 21921420Methyl 2-amino-3-(4-bromophenyl)propanoateYield 92%

Procedure

A mixture of 2-amino-3-(4-bromophenyl)propanoic acid 3c (24.4 g, 100 mmol) in HCl/MeOH (300 mL) was stirred at reflux overnight. TLC analysis indicated the total consumption of compound 3c. The mixture was concentrated to give 3d as a pale yellow solid (24 g, 92% yield).

Workup

  1. temperatureat reflux overnight
  2. customthe total consumption of compound 3c
  3. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-966329986bdc4a8d80e563a78e7347fe
Source dataset
uspto-grants-2015_01
Patent number
US08940722B2

Reaction notes

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