Tert-Butylamine → HCID 178449125, compound

HRID 2050055Notes

Reaction equation

HRID 2050055 reaction equation
[O:1]1[CH2:20][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)=[CH:7][CH:6]=1.[C:21]([NH2:25])([CH3:24])([CH3:23])[CH3:22]>>[C:21]([NH:25][CH2:20][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)=[CH:7][CH:6]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 178506251HCID 178506251, compound

Product 1

HCID 178449125HCID 178449125, compound

Procedure

A solution of 2-[4-(2,3-epoxypropoxy)phenyl]trifluoromethylimidazole (2.5 g.) in tert. butylamine (20 ml.) is heated 6 hours at reflux. The excess tert. butylamine is removed by distillation at atmospheric pressure over steam. The residue is triturated with nitromethane (5 ml.) and the resulting solid removed by filtration. After recrystallization from acetonitrile, (1.2 g.) of 2-[4-(3-tert. butylamino-2-hydroxypropoxy)phenyl]-4-trifluoromethylimidazole is obtained, m.p. 185.5°-186.5° C.

Workup

  1. temperatureat reflux
  2. customThe excess tert. butylamine is removed by distillation at atmospheric pressure over steam
  3. customThe residue is triturated with nitromethane (5 ml.)
  4. customthe resulting solid removed by filtration
  5. customAfter recrystallization from acetonitrile

Sources & evidence

ORD record
ord-621427bdc462420db28ac5e60c3ebd44
Source dataset
uspto-grants-1980_04
Patent number
US04199580

Reaction notes

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