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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039690Generated: October 26, 2026

Diisopropylethylamine → 3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalate

https://huagongshe.com/reaction/1039690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactant3-Hydroxycyclobutyl 2,2-dimethylpropanoateHCID 57515871—
SolventDichloromethaneHCID 6344—
Product3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalateHCID 57515872—

Reaction Steps

To a stirred mixture of 3-hydroxycyclobutyl pivalate (16.60 g, 96.4 mmol) and diea (25.2 ml, 145 mmol) in DCM (100 ml) at 0° C. was added tert-butyldimethylsilyl triflate (31.0 ml, 135 mmol) dropwise. The reaction was stirred for 2 h, then quenched with H2O. The layers were separated, and the organic layer was washed with saturated NaHCO3, brine, dried over MgSO4 and concentrated to give the title compound as a light brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552181B2
Source datasetuspto-grants-2013_10
ORD IDord-ce1e436368494aedbfc2a28bc93967f6
Source noteuspto-grants-2013_10