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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716144Generated: October 29, 2026

Acetyl chloride → HCID 12889243, compound

https://huagongshe.com/reaction/716144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantD-LYXOFURANOSEHCID 11435035—
ReactantSodium methanolate methanolHCID 23694274—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 12889243HCID 12889243—

Reaction Steps

720 mL of acetyl chloride was added dropwise to 1200 mL of a methanol solution of 12.0 kg of (2R,3R,4S)-3,4,5-trihydroxy-2-hydroxymethyloxolane at a temperature of 15° C. or lower over 30 minutes, and the obtained mixture was then stirred at a temperature of 20° C. to 30° C. for 1 hour. Thereafter, 2100 mL of a 28% sodium methoxide/methanol solution and 1000 mL of toluene were added to the reaction mixture, and methanol was then distilled away under reduced pressure, to obtain 4500 mL of a toluene solution of (2R,3R,4S)-3,4-dihydroxy-2-hydroxymethyl-5-methoxyoxolane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187514B2
Source datasetuspto-grants-2015_11
ORD IDord-f392613dd5914769bf129c4cbc877c77
Source noteuspto-grants-2015_11