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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613805Generated: October 29, 2026

Sodium Hydroxide → 2,3-Difluorotoluene

https://huagongshe.com/reaction/613805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloro-3-methyl-4,5,5-trifluorocyclohexeneHCID 19593685—
CatalystBenzyl triethylammonium chlorideHCID 66133—
Product2,3-DifluorotolueneHCID 2774228—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 4-chloro-3-methyl-4,5,5-trifluorocyclohexene of 58.6 g prepared in Example 12 was added 2.5 g of benzyltriethylammonium chloride, and then the reaction mixture was heated to 80° C. followed by slowly adding 240 g of 50% aqueous sodium hydroxide solution for 1 hour. The reaction mixture was stirred for additional 3 hours at 80° C., and then the resultant was purified by steam distillation followed by separating the aqueous layer. The organic layer was dried with calcium chloride, and then 32.3 g of the desired product was collected by fractional distillation as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008407
Source datasetuspto-grants-1999_12
ORD IDord-a2d78162ed9e475fbe4915d074836cd7
Source noteuspto-grants-1999_12