Hydrochloric Acid → 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)aniline hydrochloride

HRID 2181291Notes

Reaction equation

HRID 2181291 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH2:18][C:19]([F:22])([F:21])[F:20])=[C:11]([O:23][CH3:24])[CH:10]=1)=O)(C)(C)C.[ClH:25].CO>>[ClH:25].[CH3:16][O:15][C:13]1[CH:14]=[C:9]([CH:10]=[C:11]([O:23][CH3:24])[C:12]=1[O:17][CH2:18][C:19]([F:20])([F:21])[F:22])[NH2:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 22485510N-t-butoxycarbonyl-3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)aniline

Product 1

HCID 224855293,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)aniline hydrochloride

Conditions

Temperature
50 °C

Procedure

N-t-butoxycarbonyl-3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)aniline (1.10 g, 3.13 mmol) was added to a 10% solution of hydrogen chloride in methanol (20 mL, 55 mmol), and the resulting solution was stirred at 50° C. for 30 minutes. The reaction mixture was concentrated under reduced pressure to give crude 3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)aniline hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e83b414d5a9c4a6e9a9fb725b6ffff82
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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