Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54767Generated: October 27, 2026

Phenol → Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-(phenoxymethyl)-3-furanyl]-ester

https://huagongshe.com/reaction/54767

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]esterHCID 86750748—
SolventDichloromethaneHCID 6344—
ProductEthanethioic acid trans-(+/-)-S-[tetrahydro-5-(phenoxymethyl)-3-furanyl]-esterHCID 8675031660.9%

Reaction Steps

To a 0° C. solution of 0.326 g of phenol, 1.8 ml of Hunig's base, and 2.5 ml of methylene chloride is added, via syringe, 1.07 g of product from Example 22 in 0.50 ml of methylene chloride. The reaction is stirred in an ice bath for 50 minutes; during which time the progress of reaction is checked by thin layer chromatography. The mixture is concentrated in vacuo, dissolved in ethyl acetate and washed with sodium bicarbonate. The organic layer is dried, concentrated in vacuo, and purified by chromatography (Silica Gel: ethyl acetate/hexane) to give 0.532 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05623081
Source datasetuspto-grants-1997_04
ORD IDord-924aaef190784464833006b08ccf7572
Source noteuspto-grants-1997_04