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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966481Generated: October 26, 2026

Triethylamine → 5-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic Acid Benzyl Ester

https://huagongshe.com/reaction/966481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-(2-hydroxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic Acid Benzyl EsterHCID 23393873—
SolventTetrahydrofuranHCID 8028—
Product5-(2-Methanesulfonyloxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic Acid Benzyl EsterHCID 23393876—

Reaction Steps

Methanesulfonyl chloride (0.1 mL, 1.15 mmol, 1 eq) and triethylamine (0.32 mL, 2.30 mmol, 2 eq) were added to 5-(2-hydroxy-ethyl)-2-trifluoromethyl-1H-indole-3-carboxylic acid benzyl ester (420 mg, 1.15 mmol, 1 eq) obtained from previous step in THF (50 mL) solution in 100-mL round bottom flask at room temperature. The reaction mixture was stirred at room temperature for 3 hours (followed by TLC). After the solvent was removed, the residue was dissolved in ethyl acetate (100 mL), and then washed with sat NaHCO4 and brine respectively. The organic layer was dried over MgSO4, and concentrated to give a pale brown solid. The crude was carried over to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951848B2
Source datasetuspto-grants-2005_10
ORD IDord-f91f2dbc5b594603917b2246cff16c3a
Source noteuspto-grants-2005_10