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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325233Generated: October 30, 2026

Potassium Carbonate → 4-Thioacetoxymethyl-2-phenylbenzoic acid methyl ester

https://huagongshe.com/reaction/325233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Thiopheneacetic acidHCID 15970—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantMethyl 4-hydroxymethyl-2-phenylbenzoateHCID 10824066—
SolventTetrahydrofuranHCID 8028—
Product4-Thioacetoxymethyl-2-phenylbenzoic acid methyl esterHCID 86586789—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To triphenylphosphine (1.2 equivalents) in THF at −78° C. is added diethylazodicarboxylate (1.2 equivalents) in THF. After 10 min thiolacetic acid (1.3 equivalents) in THF is added followed by the resultant compound from Example 16B (1. equivalent) in THF. The reaction is stirred at −78° C. for 1 h and then at ambient temperature until it is judged to be complete by TLC analysis. The mixture is evaporated and the residue is taken up in methanol and is treated with K2CO3 (2 equivalents). When the reaction is judged to be complete by TLC analysis, the solvent is evaporated and the residue is chromatographed on silica gel to afford the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06221865B1
Source datasetuspto-grants-2001_04
ORD IDord-5a2eb8ac277440149d2d5ff0357664e7
Source noteuspto-grants-2001_04