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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766006Generated: October 31, 2026

Water → HCID 21108202, compound

https://huagongshe.com/reaction/1766006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 17848792HCID 17848792—
SolventMethanolHCID 887—
ProductHCID 21108202HCID 2110820276.2%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

Sodium borohydride (0.75 g) was added to a solution of 1-(1-acetyl-2,3-dihydro-1H-indol-5-yl)-3-(dimethylamino)-1-propanone (4.3 g) obtained in Reference Example 12 in methanol (40 ml) under cooling with ice-bath, and the mixture was stirred at 0 to 5° C. for 30 minutes. After iced water was added to the reaction solution, the solvent was distilled away under reduced pressure, and the residues were extracted with ethyl acetate. The extract was washed with a saturated saline solution and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. The resultant residues were purified by alumina column chromatography (developing solvent; ethyl acetate), whereby 3-[1-acetyl-2,3-dihydro-1H-indol-5-yl]-3-hydroxy-N,N-dimethyl-1-propanamine (3.3 g) was obtained as colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229986B2
Source datasetuspto-grants-2007_06
ORD IDord-a2eaba021c634cf892dd576950d6feaa
Source noteuspto-grants-2007_06