Water → HCID 20255114, compound

HRID 638027Notes

Reaction equation

HRID 638027 reaction equation
[OH-].[Na+].O.[CH2:4]([N:11]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:13]=[C:12]1[C:20]1[O:21][C:22]([C:25]2[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=2)=[CH:23][CH:24]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:32]([CH:34]1[O:36][CH2:35]1)Cl>O1CCOCC1>[O:36]1[CH2:35][CH:34]1[CH2:32][O:31][C:28]1[CH:27]=[CH:26][C:25]([C:22]2[O:21][C:20]([C:12]3[N:11]([CH2:4][C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:13]=3)=[CH:24][CH:23]=2)=[CH:30][CH:29]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 136387283HCID 136387283, compound

Product 1

HCID 20255114HCID 20255114, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 48.1 ml of 1N sodium hydroxide solution and 18.5 ml of water is added to a solution of 18.5 g of 2-[1-benzyl-4-(trifluoromethyl)-1H-imidazol-2-yl]-5-(4-hydroxyphenyl)-furan in 160 ml of dioxan and the mixture is stirred for 10 minutes at room temperature. After the addition of 13.3 g of epichlorohydrin, the mixture is stirred for a further 48 hours at room temperature, then filtered and the filter residue is washed with dioxan/water 1:1 and then with ether. After drying, 2-[4-(2,3-epoxypropoxy)-phenyl]-5-[1-benzyl-4-(trifluoromethyl)-1H-imidazol-2-yl]-furan is obtained in the form of a white crystallisate.

Workup

  1. stirringthe mixture is stirred for a further 48 hours at room temperature
  2. filtrationfiltered
  3. washthe filter residue is washed with dioxan/water 1:1
  4. customAfter drying

Sources & evidence

ORD record
ord-d99b7b8fa9074276815f332a13fd9e69
Source dataset
uspto-grants-1985_12
Patent number
US04559354

Reaction notes

Loading…