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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1635943Generated: November 1, 2026

1,3-Propanediol → HCID 18673603, compound

https://huagongshe.com/reaction/1635943

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediolHCID 10442—
Reactantalpha-Bromo-o-chlorotolueneHCID 11905—
ReactantSodium hydrideHCID 24758—
ReactantEthyl acetate hexaneHCID 21226206—
SolventDimethylformamideHCID 6228—
ProductHCID 18673603HCID 1867360335.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

3.7 g(49 mmol) of 1,3-propandiol was dissolved in 50 ml of dimethylformamide and cooled to 0° C. 2 g(50 mmol) of 60% sodium hydride dispersed in mineral oil was added slowly. After the mixture was stirred for 10 minutes, 10 g(49 mmol) of 2-chlorobenzyl-bromide dissolved in 10 ml of dimethyformamide was added slowly. After stirring for one hour at room temperature, dimethylformamide was removed under reduced pressure, 100 ml of ethylacetate was added to the residue and the organic layer was washed with saturated sodium chloride solution (100 ml×3). The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to column chromatography(eluent: n-hexane/ethylacetate=4/1, v/v) to give 3.52 g(Yield 35.8%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06511978B1
Source datasetuspto-grants-2003_01
ORD IDord-5adbafcb454c4138b734bc549fd018ff
Source noteuspto-grants-2003_01