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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241319Generated: October 25, 2026

Ammonium Chloride → 1-(3-Cyclopropylmethoxy-4-difluoromethoxy-phenyl)-2-(3,5-dichloro-pyridin-4-yl)-ethanol

https://huagongshe.com/reaction/241319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3,5-Dichloro-4-methylpyridineHCID 10953827—
Reactant3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehydeHCID 18973698—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Cyclopropylmethoxy-4-difluoromethoxy-phenyl)-2-(3,5-dichloro-pyridin-4-yl)-ethanolHCID 59443760—

Reaction Conditions

Temperature-30 °C

Reaction Steps

A solution of 3-cyclopropylmethoxy-4-difluoromethoxy-benzaldehyde (5.00 g) and 3,5-dichloro-4-methylpyridine (2.57 g) in 50 ml dry THF was cooled to −30° C. Solid potassium t-butoxide (tBuOK, 1.96 g) was added portionwise maintaining the temperature between −30° C. and −20° C., thus obtaining a dark red solution. After completion of the addition, the mixture was stirred at −30° C. for 1 hour. A saturated aqueous solution of NH4Cl (50 ml) was then added to the reaction mixture, maintaining the temperature between −5° C. and −10° C. The color of the reaction mixture turned to yellow.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648204B2
Source datasetuspto-grants-2014_02
ORD IDord-28257fe7af4347e19c75e030fb9f7084
Source noteuspto-grants-2014_02