Hydrochloric Acid → Methyl 2-acetamido-3-(4-bromophenyl)propanoate

HRID 425394Notes

Reaction equation

HRID 425394 reaction equation
Cl.[C:2]([NH:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)[C:7]([OH:9])=[O:8])(=[O:4])[CH3:3].[CH3:18]O>>[C:2]([NH:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)[C:7]([O:9][CH3:18])=[O:8])(=[O:4])[CH3:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5172487AC-P-Bromo-DL-phe-OH

Product 1

HCID 21988848Methyl 2-acetamido-3-(4-bromophenyl)propanoate

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (5 mL, 20 mmol) was added to an ambient temperature solution of 2-(acetylamino)-3-(4-bromophenyl)propanoic acid (10 g, 34.9 mmol) in methanol (50 mL). After stirring at ambient temperature overnight, the reaction mixture was concentrated in vacuo to afford methyl 2-(acetylamino)-3-(4-bromophenyl)propanoate which was used in the subsequent step without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-989949343d964697890efaa31f5e1070
Source dataset
uspto-grants-2012_01
Patent number
US08106070B2

Reaction notes

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