Hydrogen Bromide → (R)-2-Amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide

HRID 1902158Notes

Reaction equation

HRID 1902158 reaction equation
COC([NH:5][C@H:6]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18]C)=[CH:14][CH:13]=1)[C:7]([OH:9])=[O:8])=O.[BrH:20]>C(O)(=O)C>[BrH:20].[OH:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][C@@H:6]([NH2:5])[C:7]([OH:9])=[O:8])=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13944504(2R)-2-[(methoxycarbonyl)amino]-4-(4-methoxyphenyl)-butanoic acid

Product 1

HCID 56777052(R)-2-Amino-4-(4-hydroxyphenyl)butanoic acid hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of (2R)-2-[(methoxycarbonyl)amino]-4-(4-methoxyphenyl)-butanoic acid (5.0 g, 18.7 mmol) in 5 mL of 30% HBr in acetic acid was heated at 60° C. overnight. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure to give the title compound as an orange solid.

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cd495096f60c472b8b6e9f5ce78a2d6a
Source dataset
uspto-grants-1996_11
Patent number
US05578593

Reaction notes

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