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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393670Generated: November 3, 2026

Water → HCID 23091916, compound

https://huagongshe.com/reaction/1393670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantBenzyl 1H-indole-5-carboxylateHCID 10264164—
SolventDimethylformamideHCID 6228—
ProductHCID 23091916HCID 23091916108.2%

Reaction Steps

Sodium hydride (115 mg) was added to a solution of benzyl 1H-indole-5-carboxylate (600 mg) in N,N-dimethylformamide (2 ml) with ice cooling, and the mixture was stirred for 30 minutes. t-Butyl bromoacetate (562 mg) was added thereto and stirred for 2 hours. Water was added thereto, and the aqueous phase was neutralized and then extracted with dichloromethane. The organic phase was dried over sodium sulfate anhydrous. The product was concentrated under reduced pressure to give benzyl 1-t-butoxycarbonylmethyl-1H-indole-5-carboxylate (944 mg, Y.: quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07345180B2
Source datasetuspto-grants-2008_03
ORD IDord-f37302ed010d45e18015fa3cb986e1c8
Source noteuspto-grants-2008_03