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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829779Generated: October 30, 2026

Lithium hydroxide, monohydrate → 4-Benzyloxy-1-methyl-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/1829779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantEthyl 4-benzyloxy-1-methylindole-2-carboxylateHCID 22054863—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Benzyloxy-1-methyl-1H-indole-2-carboxylic acidHCID 4777678102.1%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a stirred solution of ethyl 4-benzyloxy-1-methyl-1H-indole-2-carboxylate (3.09 g) in THF (200 mL) was added LiOH.H2O (1.26 g) in water (200 mL) and the resulting two phase solution was heated at 45° C. under nitrogen overnight. The cooled reaction mixture was evaporated to remove THF and the remaining aqueous solution was acidified with NaHSO4 to precipitate the title compound, which was collected, washed with water, and dried to give 2.87 g of the title compound. M.P. 216.6–216.8° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064143B1
Source datasetuspto-grants-2006_06
ORD IDord-78339e6d16144aada8e656a8037efe88
Source noteuspto-grants-2006_06