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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465929Generated: October 25, 2026

Diethyl Ether → 3-Hydroxy-2,2-dimethyl-1-propylthiocyanate

https://huagongshe.com/reaction/465929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDimethylformamideHCID 6228—
Reactant3-Bromo-2,2-dimethyl-1-propanolHCID 142501—
ReactantPotassium thiocyanateHCID 516872—
SolventWaterHCID 962—
Product3-Hydroxy-2,2-dimethyl-1-propylthiocyanateHCID 1046445385.4%

Reaction Steps

A mixture of 16.7 g of 3-bromo-2,2-dimethyl-1-propanol, 14.6 g of potassium thiocyanate and 60 ml of dimethylformamide was stirred for 4 hours at 130°-140° C. The reaction solution was cooled to room temperature (hereinafter means "5°-20° C."), to which a mixture of 200 ml of diethyl ether and 200 ml of water was added. The ethereal layer was collected. The aqueous layer was extracted with 150 ml of diethyl ether. The combined ethereal layers were washed with a saturated saline, dried over anhydrous magnesium sulfate and distilled to remove the solvent. The residue was distilled under reduced pressure to obtain 12.4 g of 3-hydroxy-2,2-dimethyl-1-propylthiocyanate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05155108
Source datasetuspto-grants-1992_10
ORD IDord-02543adcd5c04215b3f3709bef51e2fd
Source noteuspto-grants-1992_10