Hydrochloric Acid → 4-Chloro-2,6-difluoroaniline hydrochloride

HRID 634688Notes

Reaction equation

HRID 634688 reaction equation
Cl.C(OC([NH:9][C:10]1[C:15]([F:16])=[CH:14][C:13]([Cl:17])=[CH:12][C:11]=1[F:18])=O)(C)(C)C>C(OCC)(=O)C>[ClH:17].[Cl:17][C:13]1[CH:14]=[C:15]([F:16])[C:10]([NH2:9])=[C:11]([F:18])[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21260314Tert-butyl (4-chloro-2,6-difluorophenyl)carbamate

Product 1

HCID 212602804-Chloro-2,6-difluoroaniline hydrochlorideYield 107.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A saturated solution of hydrogen chloride in ethyl acetate (4 ml) was added to N-t-butoxycarbonyl-4-chloro-2,6-difluoroaniline (330 mg, 1.3 mmol) and the mixture stirred at ambient temperature for 2 hours. The precipitate was collected by filtration to give 4-chloro-2,6-difluoroaniline hydrochloride (140 mg, 56%).

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-1b183999590949a6af8eb197931caed8
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

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