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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911254Generated: October 27, 2026

3-(Trifluoromethyl)benzylic alcohol → Methyl 6-fluoro-1-[(3-trifluoromethylphenyl)methyl]-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1911254

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Trifluoromethyl)benzylic alcoholHCID 67681—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactantmethyl 6-fluoro-1H-indole-2-carboxylateHCID 4715016—
ProductMethyl 6-fluoro-1-[(3-trifluoromethylphenyl)methyl]-1H-indole-2-carboxylateHCID 6688943381.7%

Reaction Steps

This compound was prepared according to a process similar to that described in step 16.1, by reacting 475 mg (2.459 mmol) of methyl 6-fluoro-1H-indole-2-carboxylate with 0.67 mL (4.918 mmol) of 3-trifluoromethylphenylmethanol in the presence of 1.18 g (4.918 mmol) of cyanomethylenetributylphosphorane (CMBP). The crude reaction product is then purified by chromatography on a column of silica in a mixture of heptane and ethyl acetate, to give 706 mg of the expected product in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604050B2
Source datasetuspto-grants-2013_12
ORD IDord-5e3cb0d7b8ca4a63bcbc7c9f1bfc5177
Source noteuspto-grants-2013_12