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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613138Generated: October 28, 2026

Triethylamine → 3-[[2-(Cyclopropylmethyl)phenyl]thio]-6-(3,5-dimethyl-phenyl)-4-hydroxy-2H-pyran-2-one

https://huagongshe.com/reaction/613138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilyl triflateHCID 65367—
Reactant[[2-(Cyclopropylmethyl)phenyl]thio]propandioic acidHCID 19596062—
SolventDichloromethaneHCID 6344—
Product3-[[2-(Cyclopropylmethyl)phenyl]thio]-6-(3,5-dimethyl-phenyl)-4-hydroxy-2H-pyran-2-oneHCID 54681219—

Reaction Steps

The title compound was prepared by Method A using 3,3'-dimethyl acetophenone (2 g, 13.51 mmol), trimethylsilyl triflate (3 g, 13.1 mmol), triethylamine (2.73 g, 27.02 mmol), methylene chloride (20 mL), and diethyl ester of [[2-(cyclopropylmethyl)phenyl]thio]propandioic acid (2.18 g, 6.76 mmol). m.p. 168° C.; 1H NMR (400 MHz, DMSO-d6) δ 0.28 (d, 2H), 0.39 (dd, 2H), 1.13 (m, 1H), 2.26 (s, 6H), 2.67 (d, 2H), 6.85 (s, 1H), 6.92 (m, 1H), 7.11 (m, 2H), 7.22 (s, 1H), 7.33 (m, 1H), 7.47 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005103
Source datasetuspto-grants-1999_12
ORD IDord-00af1412d1544a3b991e23791a8ca140
Source noteuspto-grants-1999_12