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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929190Generated: November 1, 2026

Di-tert-butyl dicarbonate → 1-tert-butyl 2-ethyl 4-(benzyloxy)-1H-indole-1,2-dicarboxylate

https://huagongshe.com/reaction/1929190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantEthyl 4-(phenylmethoxy)-1H-indole-2-carboxylateHCID 119707—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventEthyl AcetateHCID 8857—
Product1-tert-butyl 2-ethyl 4-(benzyloxy)-1H-indole-1,2-dicarboxylateHCID 59152675—

Reaction Steps

4-Benzyloxy-1H-indole-2-carboxylic acid ethyl ester (10 g, 34 mmol) and DMAP (80 mg) are dissolved in 80 ml of ethyl acetate. BOC2O (8.9 g, 41 mmol) dissolved in a small amount of ethyl acetate is added at room temperature. The mixture is stirred over night at room temperature. Then the reaction mixture is washed with 1 m aqueous tartaric acid, water and brine. The organic layers are dried over sodium sulfate and evaporated. The crude product is used in the next step without further purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183366B2
Source datasetuspto-grants-2012_05
ORD IDord-1490cd015bf1433ab46d71b5b4ccd11c
Source noteuspto-grants-2012_05