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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802120Generated: November 1, 2026

Dichloromethane → 1-(tert-Butyldimethylsilyloxy)-2-propanone

https://huagongshe.com/reaction/1802120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHydroxyacetoneHCID 8299—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
Product1-(tert-Butyldimethylsilyloxy)-2-propanoneHCID 412496975%

Reaction Steps

To a DCM (5 mL) solution of 1-hydroxypropan-2-one (500 mg, 6.8 mmol), DMAP (41 mg, 0.34 mmol) and Et3N (1.2 mL, 8.16 mmol) was added TBSCl (1.133 g, 7.5 mmol) at 0° C. under nitrogen atmosphere. The mixture was stirred at r.t. for 2 h. Then the mixture was added water and extracted with EtOAc. The organic layer was purified by silica gel chromatography using PE/EA (10/1) to give the title compound (950 mg, 75%). EDI-MS (M+1): 189. 1H NMR (300 MHz, CDCl3) δ 4.057 (s, 2H), 2.080 (s, 3H), 0.832 (s, 9H), 0.001 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349849B2
Source datasetuspto-grants-2013_01
ORD IDord-331a42c68ba94391bafb6557b2377592
Source noteuspto-grants-2013_01