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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732625Generated: October 30, 2026

Methanol → HCID 68913831, compound

https://huagongshe.com/reaction/732625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAmmonium formateHCID 2723923—
ReactantHCID 68909864HCID 68909864—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
ProductHCID 68913831HCID 68913831101.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

At room temperature, 1.0 g of 10% palladium/carbon was added, while suspending in 10 ml of water, to a mixture of 9.69 g of (3R,4S)-1-benzyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-[3-(trifluoromethyl)phenyl]pyrrolidine, 5.70 mg of ammonium formate and 100 ml of methanol. This was vigorously stirred at 50° C. for 4 hours and then cooled down to room temperature, and the insoluble matter was removed by filtration through a celite layer. The filtrate was concentrated under a reduced pressure, and the thus obtained residue was purified by a silica gel column chromatography (chloroform-ethyl acetate) to obtain 7.89 g of (3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-[3-(trifluoromethyl)phenyl]pyrrolidine as a pale yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585886B2
Source datasetuspto-grants-2009_09
ORD IDord-556242c3469647edae3f0910f13a4fd8
Source noteuspto-grants-2009_09