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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634293Generated: October 30, 2026

Sodium Hydroxide → 1-[2-(Phenylmethyl)-1H-indol-3-yl]ethanone

https://huagongshe.com/reaction/1634293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDimethylacetamideHCID 31374—
Reactant2-(Phenylmethyl)-1H-indoleHCID 11127479—
Product1-[2-(Phenylmethyl)-1H-indol-3-yl]ethanoneHCID 1296863453%

Reaction Steps

To a solution of 29.5 g (39 mmol) of dimethylacetamide was added dropwise under ice-cooling 7.00 g (76.9 mmol) of phosphorus oxychloride. After stirring for 30 min at room temperature, to the mixture was added 8,00 g (38.6 mmol) of 2-benzylindole (prepared in accordance with the literature (Khim.Geterotsikl.Soedin.1994,p133)). After stirring for 2 hours at 100° C., the mixture was poured to ice-water, neutralized with 2N NaOH, extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The obtained crystal was washed with n-hexane to give 5.1 g of the titled compound. Yield: 52%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506787B2
Source datasetuspto-grants-2003_01
ORD IDord-39791366ecd44eb982a11fb980df2fde
Source noteuspto-grants-2003_01