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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413200Generated: November 1, 2026

Water → HCID 6991727, compound

https://huagongshe.com/reaction/2413200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant(-)-2,3-O-Isopropylidene-D-threitolHCID 785244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 6991727HCID 6991727120.7%

Reaction Steps

A solution of (4R-trans)-(-)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (51 g) in THF (400 ml) was added dropwise to a stirred suspension of sodium hydride (17.5 g of 80% in oil) in THF (200 ml). After 0.75 h, benzyl bromide (116.3 g) was added dropwise and the resulting mixture was stirred for 18 h, and was then heated at reflux for 2 h. After stirring for a further 20 h at 20°, the mixture was cooled in ice, water (10 ml) was added and the mixture was evaporated to dryness. The residue was extracted with ER, and the organic solution was dried and the solvent was evaporated giving a crude product (130 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04496579
Source datasetuspto-grants-1985_01
ORD IDord-f58bc6b713b54d53ac066533d4079a27
Source noteuspto-grants-1985_01