Tert-Butylamine → HCID 178449125, compound

HRID 1285567Notes

Reaction equation

HRID 1285567 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 recrystallation 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

Sources & evidence

ORD record
ord-98e74da4b6fb4ae9b66a24691ef578d7
Source dataset
uspto-grants-1986_01
Patent number
US04567276

Reaction notes

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