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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854541Generated: October 30, 2026

Acetyl chloride → methyl 2-bromo-D-phenylalaninate hydrochloride

https://huagongshe.com/reaction/1854541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
Reactant(2R)-2-amino-3-(2-bromophenyl)propanoic acidHCID 7023575—
SolventMethanolHCID 887—
Productmethyl 2-bromo-D-phenylalaninate hydrochlorideHCID 11772050295.6%

Reaction Conditions

Temperature17.5 °C

Reaction Steps

Add acetyl chloride (562.79 g, 7.17 mol) to methanol (10.00 L) at 0° C. in an appropriate vessel. Heat the mixture to 17.5° C. and stir. After 30 minutes, add 2-bromo-D-phenylalanine (500.00 g, 2.05 moles) and heat to reflux. After 4 hours, cool to 20° C. and remove the solvent under reduced pressure to give the title compound (589 g, 1.96 mol) as an off-white solid. MS (m/z): 258 (M-Cl (79Br)), 260 (M-Cl (81Br)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962654B2
Source datasetuspto-grants-2015_02
ORD IDord-81884e92c1654979820814e45f033481
Source noteuspto-grants-2015_02