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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450314Generated: November 2, 2026

Boron trifluoride etherate → Ethanethioic acid S-[tetrahydro-5-(hydroxymethyl)-3-thienyl]ester

https://huagongshe.com/reaction/1450314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantEthanethioic acid S-[tetrahydro-5-[(phenylmethoxy)methyl]-3-thienyl]esterHCID 54092544—
CatalystTetrabutylammonium IodideHCID 67553—
SolventChloroformHCID 6212—
ProductEthanethioic acid S-[tetrahydro-5-(hydroxymethyl)-3-thienyl]esterHCID 5446901694.3%

Reaction Steps

A 0° C. solution, under argon, of 0.123 g of product from Example 139 in 1.0 ml of dry chloroform is treated with 51.1 microliter of boron trifluoride etherate and 0.193 g of tetra n-butylammonium iodide. The reaction mixture is stirred at room temperature overnight and concentrated in vacuo. The residue is purified by chromatography (silica gel: 0-100% ethyl acetate/hexane) to give 0.079 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05602118
Source datasetuspto-grants-1997_02
ORD IDord-165138d9125a410d8938c10620309c06
Source noteuspto-grants-1997_02