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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411877Generated: October 31, 2026

Water → 3-[4-(Benzyloxy)phenyl]-2-ethoxypropanoic acid

https://huagongshe.com/reaction/411877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
Reactant(S)-2-ethoxy-3-(4-benzyloxyphenyl) propanoic acid phenyl glycinol saltHCID 70017024—
SolventTolueneHCID 1140—
Product3-[4-(Benzyloxy)phenyl]-2-ethoxypropanoic acidHCID 10924570—

Reaction Conditions

Temperature12.5 °C

Reaction Steps

A mixture of (S)-2-ethoxy-3-(4-benzyloxyphenyl)propanoic acid α-methyl benzyl amino salt of the formula (12) or (S)-2-ethoxy-3-(4-benzyloxyphenyl) propanoic acid phenyl glycinol salt of the formula (18), (6.7 g) water (70 ml) and toluene (35 ml) was taken in a reaction flask and stirred for 5-10 min. The reaction mass was cooled to 10-15° C. and 25% cold sulfuric acid was added slowly to adjust pH of the reaction mass to 2. Aqueous and organic layers were separated. Aqueous layer was extracted with toluene (35 ml). The combined toluene layers were washed with water (20 ml) and evaporated to yield (S) 2-ethoxy-3-(4-benzyloxyphenyl)propanoic acid the formula (9b) (4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06559335B2
Source datasetuspto-grants-2003_05
ORD IDord-d78cfc5a2c9c481fa7014e48cbd7d875
Source noteuspto-grants-2003_05