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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272548Generated: November 2, 2026

Acetone → HCID 86700756, compound

https://huagongshe.com/reaction/2272548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86700755HCID 86700755—
SolventDichloromethaneHCID 6344—
ProductHCID 86700756HCID 86700756—

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium triacetoxyborohydride (192 mg) was added to a solution of compound (10b) (190 mg) in dichloromethane (2.7 mL), and the mixture was cooled to 0° C. Then trifluoroacetic acid (0.45 mL) and acetone (67 μL) were added thereto and the mixture was stirred at the same temperature for 30 minutes. After completion of the reaction, the reaction solution was partitioned between ethyl acetate and saturated aqueous sodium hydrogen carbonate solution. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (10c) (208.6 mg, yield 990) as a white foamy substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120780B2
Source datasetuspto-grants-2015_09
ORD IDord-513ff57bb19c4bbaa154e08518df032a
Source noteuspto-grants-2015_09