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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278658Generated: October 31, 2026

Sodium cyanoborohydride → 1383974-37-5

https://huagongshe.com/reaction/2278658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-(difluoromethoxy)-1H-indoleHCID 86699285—
SolventTrifluoroacetic acidHCID 6422—
Product1383974-37-5HCID 8669928329.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

0.722 mg of sodium cyanoborohydride is added to a solution of 1 g of 4-difluoromethoxy-1H-indole in 15 ml of trifluoroacetic acid, cooled to 0° C., and the stirring is continued for 3 hours. The reaction mixture is then concentrated under reduced pressure, treated with a concentrated sodium hydroxide solution, extracted with dichloromethane, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of heptane and ethyl acetate (20/80: v/v), so as to give 300 mg of 4-difluoromethoxy-2,3-dihydro-1H-indole in the form of a yellow oil, the characteristics of which are the following:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133168B2
Source datasetuspto-grants-2015_09
ORD IDord-4bb71e9b6e0d4e118bd5b6c79c75b6f8
Source noteuspto-grants-2015_09