Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859298Generated: November 4, 2026

Water → HCID 22123580, compound

https://huagongshe.com/reaction/1859298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 22033247HCID 22033247—
SolventPyridineHCID 1049—
ProductHCID 22123580HCID 22123580103.2%

Reaction Steps

(3RS,4RS)-4-(8-Hydroxyoctyl)-7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methyl-2,3-dihydro-4H-benzopyran (80 mg, 0.17 mmol) was dissolved in pyridine (2 ml) and dichloromethane (0.5 ml) and then cooled to 0° C. p-Toluenesulfonylchloride (0.12 g, 0.63 mmol) was added thereto and the mixture was stirred for 6 hours at room temperature. Water was added thereto at 0° C. and the reaction solution was extracted with ethyl acetate, washed with saturated saline and then dried over magnesium sulfate. The residue was subjected to column chromatography (n-hexane:ethyl acetate=4:1) to obtain 110 mg (yield: ~100%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153768
Source datasetuspto-grants-2000_11
ORD IDord-1ad12794840f42abbb6ce03d87c8e2c5
Source noteuspto-grants-2000_11