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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444423Generated: October 25, 2026

Water → N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester

https://huagongshe.com/reaction/444423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenacyl bromideHCID 6259—
ReactantSodium HydroxideHCID 14798—
ReactantN-Boc-4-Hydroxyphenyl-DL-glycineHCID 4189925—
SolventDimethylformamideHCID 6228—
ProductN-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl esterHCID 2055912399.6%

Reaction Steps

A solution of N-tert-butoxycarbonyl-2-(4-hydroxyphenyl) glycine (9.18 g.), phenacyl bromide (6.86 g.) and sodium hydroxide (1.37 g.) in N,N-dimethylformamide (100 ml.) was stirred for 4 hours at ambient temperature. The reaction mixture was poured into water (500 ml.) and extracted three times with every 50 ml. portions of ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give an oily N-tert-butoxycarbonyl-2-(4-hydroxyphenyl)glycine phenacyl ester (13.19 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04264498
Source datasetuspto-grants-1981_04
ORD IDord-a0cd57081ebf4a2eb7bdb5177d46e5e6
Source noteuspto-grants-1981_04