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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552810Generated: October 26, 2026

Diisobutylaluminumhydride → 3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol

https://huagongshe.com/reaction/552810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactant3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalateHCID 57515872—
SolventTetrahydrofuranHCID 8028—
Product3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanolHCID 57515873—

Reaction Steps

To a stirred solution of 3-(tert-butyldimethylsilyloxy)cyclobutyl pivalate (4.32 g, 15 mmol) in THF (20 ml) at 0° C. was added diisobutylaluminum hydride, 1.0 m solution in hexanes (48 ml, 48 mmol) dropwise. The reaction was stirred in 1 h, then slowly quenched with Rochelle's salt. The quenched mixture was stirred and layers were separated. The organic layer was dried over MgSO4 and concentrated to give the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951838B2
Source datasetuspto-grants-2011_05
ORD IDord-6bd107c9974e4ef793d3340a8e0c60a3
Source noteuspto-grants-2011_05