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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227660Generated: October 30, 2026

Diethyl Ether → HCID 57756688, compound

https://huagongshe.com/reaction/227660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantLithium HydroxideHCID 3939—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 57756680HCID 57756680—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57756688HCID 5775668885%

Reaction Steps

Ethyl 2-chloro-4-({[2-(trifluoromethyl)phenyl]methyl}oxy)-1,3-thiazole-5-carboxylate (0.535 g, 1.46 mmol) was dissolved in 15 mL of tetrahydrofuran with stirring, and 15 mL of 1N LiOH solution was added via pipet. The mixture was stirred for 18 hours, and poured into 0.1 N NaOH and diethyl ether. The layers were separated, and the aqueous layer was acidified to pH 2 with concentrated HCl. The mixture was filtered and the white solid was washed with water. The solid was air dried, collected, and dried further under vacuum to yield 0.418 g (85%) of 2-chloro-4-({[2-(trifluoromethyl)phenyl]methyl}oxy)-1,3-thiazole-5-carboxylic acid. 1H NMR (400 MHz, DMSO-d6) δ 13.22 (br s, 1H), 7.83-7.70 (m, 3H), 7.58 (m, 1H), 5.59 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560568B2
Source datasetuspto-grants-2009_07
ORD IDord-ec9afac0058941cb9d9a93c7a17f9386
Source noteuspto-grants-2009_07