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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366303Generated: October 25, 2026

Dimethylformamide → Methyl (3-benzyloxy-5-trifluoromethylthien-2-yl)-carboxylate

https://huagongshe.com/reaction/366303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-hydroxy-5-(trifluoromethyl)thiophene-2-carboxylateHCID 2759855—
SolventWaterHCID 962—
ProductMethyl (3-benzyloxy-5-trifluoromethylthien-2-yl)-carboxylateHCID 1127850864%

Reaction Steps

A mixture of 5B (5.0 g) and dimethylformamide (50 ml) is treated with sodium hydride (1.06 g). Benzylbromide (3.15 ml) was slowly added to the resulting reaction mixture and stirred at room temperature for 20 hours. The --reaction mixture was poured into water. The mixture was extracted with diethyl ether twice. The combined organic phases were washed with water, dried and concentrated in vacuo. The crude product was chromatographed (hexane / dichloromethane, 1/1) to give the product as a white solid (4.5 g, 64 %) with a melting point of 52-53.5 ° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130188
Source datasetuspto-grants-2000_10
ORD IDord-9d5391149f3a477c888c675c515f2d30
Source noteuspto-grants-2000_10