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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 378582Generated: October 26, 2026

Sulfuric Acid → Methyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoate

https://huagongshe.com/reaction/378582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl 3-Hydroxy-2-methylene-3-phenylpropionateHCID 9942369—
ProductMethyl 2-[(acetyloxy)methyl]-3-phenylprop-2-enoateHCID 53678280—

Reaction Conditions

Temperature100 °C

Reaction Steps

The product (108.8 g) in Reference Example 1, namely 3-hydroxy-2-methylene-3-phenylpropionate methyl ester, is dissolved in acetic anhydride (113 ml; 1.20 mol), to which sulfuric acid (0.2 ml) is added, and the resulting mixture is stirred at 100° C. for 4 hours. The reaction solution is concentrated under reduced pressure, to give a crude product of the title compound at a yield of 143.9 g. 1H-NMR analysis reveals that the compound is a mixture of the E form and the Z form at a ratio of 87:13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06031121
Source datasetuspto-grants-2000_02
ORD IDord-ccf9b40b7e1b46aabaf67c0566feaeea
Source noteuspto-grants-2000_02