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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1451528Generated: October 31, 2026

Sodium Hydroxide → 3-[1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoic acid

https://huagongshe.com/reaction/1451528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-[1-(p-bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoatHCID 19974932—
ReactantDiethylether hexaneHCID 21584099—
SolventEthanolHCID 702—
Product3-[1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl]-4,4,4-trifluorobutanoic acidHCID 2214893992.5%

Reaction Steps

To a mixture of the ester from Step 4 (4.6 g, 9.2 mmol) in 45 mL of EtOH was added 10N NaOH (2.3 mL, 23 mmol) and the mixture was heated to reflux for 2 h. The mixture was cooled and concentrated and the residue was partitioned between ether and 1M HCl. The organic layer was dried over MgSO4 and evaporated to give a white solid. This material was swished with 10% ether/hexane to give 4.0 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05604253
Source datasetuspto-grants-1997_02
ORD IDord-50847f5d1f97465fabf729316bda380b
Source noteuspto-grants-1997_02