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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792384Generated: November 4, 2026

Water → HCID 14932533, compound

https://huagongshe.com/reaction/1792384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant4-(Dimethyl-tert-butylsilyl)oxybutan-1-olHCID 186403—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 14932533HCID 1493253381.4%

Reaction Steps

To a solution of 4-(t-butyldimethylsilyloxy)-1-butanol (2.8 g, 13.7 mmol) in dichloromethane (30 ml) were added triethyamine (3.83 ml, 27.4 mmol) and p-toluenesulfonyl chloride (2.88 g, 15.1 mmol) at 0° C., which was then stirred at the same temperature for 2 hours. After the reaction was completed, water was added to the reaction mixture. The resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a crude product. This crude product thus obtained was subjected to silica gel column chromatography (n-hexane:ethyl acetate=5:1) to give the title compound (4.0 g, yield: 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074819B2
Source datasetuspto-grants-2006_07
ORD IDord-2235ddf34e06478eb42a7b73609e4d6d
Source noteuspto-grants-2006_07