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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 568971Generated: October 26, 2026

Trimethylsilyl cyanide → 4-Benzyloxy-2-fluorobutyronitrile

https://huagongshe.com/reaction/568971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
Reactant3-(Benzyloxy)propanalHCID 10888261—
SolventDichloromethaneHCID 6344—
Product4-Benzyloxy-2-fluorobutyronitrileHCID 20149458—

Reaction Conditions

Temperature100 °C

Reaction Steps

Under nitrogen, a mixture of trimethylsilyl cyanide (1.335 mL, 10 mmoles) and 15 (1.64 g, 10 mmoles) is heated at 100° C. for 6 hours. The reaction is monitored by NMR (88% conversion after 6 hours). The mixture is cooled to 5° C. (ice bath), and CH2Cl2 (12 mL) is added, followed by diethylaminosulfurtrifluoride, (0.46 g, 9.1 mmoles), dissolved in CH2Cl2 (8 mL) at about 5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04730006
Source datasetuspto-grants-1988_03
ORD IDord-1717436c494c46e3b4f296899bbbec3b
Source noteuspto-grants-1988_03