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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267781Generated: October 31, 2026

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

https://huagongshe.com/reaction/2267781

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 Conditions

Temperature0 °C

Reaction Steps

4-Benzyloxy-1H-indole-2-carboxylic acid ethyl ester (50 g, 169.3 mmol) is dissolved in 500 ml of ethyl acetate and DMAP (141 mg, 3.4 mmol) is added. Then the mixture is cooled to 0° C. and BOC2O (36.9 g, 169.3 mmol), dissolved in 20 ml of ethyl acetate, is added dropwise. After completion of addition the reaction mixture is allowed to stir over night at room temperature. The mixture is washed with 1M tartaric acid and brine. The organic layers are dried over sodium sulfate and evaporated

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858781B2
Source datasetuspto-grants-2010_12
ORD IDord-5dc1249e7d244c97b4c87783533e6c1c
Source noteuspto-grants-2010_12