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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206504Generated: October 30, 2026

Sodium Hydroxide → 1-Benzyl-2-methyl-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/2206504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 1-benzyl-2-methyl-1H-indole-3-carboxylateHCID 102362635—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-Benzyl-2-methyl-1H-indole-3-carboxylic acidHCID 6674348150%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 1-benzyl-2-methyl-1H-indole-3-carboxylate (446 mg, 1.6 mmol) in tetrahydrofuran (20 mL) and methanol (7 mL) was added sodium hydroxide (320 mg, 8 mmol) in water (7 mL), then stirred at 60° C. for 12 hours. The reaction mixture was concentrated in vacuo and acidified to PH=4 with 6 N hydrochloric acid, collected and dried to give 1-benzyl-2-methyl-1H-indole-3-carboxylic acid as a white solid (212 mg, 50%). LRMS (M+H+) m/z: calcd 265.11. found 265.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-b04824d2d5d14de2ab6f0ba3289f2fb5
Source noteuspto-grants-2016_06