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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269582Generated: October 31, 2026

Methanol → HCID 18347204, compound

https://huagongshe.com/reaction/2269582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 54307398HCID 54307398—
CatalystAcetoneHCID 180—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18347204HCID 18347204—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-cyanomethyl-4-(4-(methylthio)phenyl)-5-phenylthiophene-2-carboxylic acid methyl ester (480 mg) (Step 1) in THF (13 mL) was added 55 mg of LiBH4 followed by 50 μL of MeOH; then the mixture was heated at 50° C. for 90 min. After cooling to r.t. a few drops of acetone were slowly added, then a saturated solution of NH4Cl. The mixture was then extracted twice with EtOAc, the organic layers combined, washed with brine, dried over MgSO4, filtered and the solvent evaporated under vacuum. Purification by silica gel chromatography using 30% of EtOAc in hexane afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329421B1
Source datasetuspto-grants-2001_12
ORD IDord-c20d20d260954faea989a916f9de9a04
Source noteuspto-grants-2001_12