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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038752Generated: October 30, 2026

Water → HCID 68495256, compound

https://huagongshe.com/reaction/1038752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
ReactantHCID 46311262HCID 46311262—
SolventDimethylformamideHCID 6228—
ProductHCID 68495256HCID 68495256101.7%

Reaction Steps

To a solution of 6-benzyloxy-1H-indole-2-carboxylic acid ethyl ester (3.00 g, 10 mmol) in DMF (30 ml) was added 60% sodium hydride in oil (0.49 g, 12 mmol) under ice cooling and the mixture was stirred for 15 minutes. Then to the mixture was added chloromethyl methyl ether (1.0 ml, 13 mmol) under ice cooling and stirred for 0.5 hour. Water (60 ml) was added to the reaction mixture and extracted with AcOEt, the organic layer was washed with saturated aqueous NaHCO3 and brine, dried over anhydrous sodium sulfate and evaporated to give the title compound (3.45 g) as a pale brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551999B2
Source datasetuspto-grants-2013_10
ORD IDord-d15e676944bd4701bcde86bb96271ea2
Source noteuspto-grants-2013_10