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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381448Generated: October 30, 2026

Methanol → 1,3-Dihydroxypropan-2-yl 4-methylbenzenesulfonate

https://huagongshe.com/reaction/381448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium BicarbonateHCID 516892—
Reactantcis-2-Phenyl-4-(p-toluenesulfonyloxy)-1,3-dioxaneHCID 86583790—
Product1,3-Dihydroxypropan-2-yl 4-methylbenzenesulfonateHCID 10377250100%

Reaction Steps

In 50 ml of methanol were dissolved 5.00 g of cis-2-phenyl-4-(p-toluenesulfonyloxy)-1,3-dioxane, and 5 ml of a 4N HC1-dioxane solution were added to the solution, followed by stirring of the resulting mixture at room temperature for 2 hours. To the reaction mixture were added 3.5 g of NaHCO3 powder, and the mixture was stirred for 10 minutes. Then, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The thus obtained oil was subjected to column chromatography using silica gel and eluted with ethyl acetate to obtain 3.70 g (yield: 100%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06306880B1
Source datasetuspto-grants-2001_10
ORD IDord-c16dc367b8824636b51435fd08312b9c
Source noteuspto-grants-2001_10