Ammonium Chloride → 2,2,3-Trimethyl-4-(1,2,4-triazol-1-yl)-6-phenoxy-hexan-3-ol
Reaction equation
[CH3:1][C:2]([CH3:21])([C:4](=[O:20])[CH:5]([N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:3].[CH3:22][Mg]Br.[Cl-].[NH4+]>O1CCCC1>[CH3:3][C:2]([CH3:21])([C:4]([CH3:22])([OH:20])[CH:5]([N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)[CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH3:1]Participants
Procedure
A solution of 6.0 g of 2,2-dimethyl-4-(1,2,4-triazol-1-yl)-6-phenoxy-hexan-3-one in 50 ml of tetrahydrofuran is added dropwise to a solution of 5.4 g of methyl-magnesium bromide in 28 ml of tetrahydrofuran, and after the slight exothermic reaction has subsided the mixture is left to stand for 24 hours at room temperature. It is then poured into 1,000 ml of 10% strength aqueous ammonium chloride solution and the batch is extracted twice with 200 ml of methylene chloride at a time. The organic phase is washed and dried over magnesium sulfate, and the methylene chloride is evaporated off under reduced pressure. 10 ml of diisopropyl ether are added to the residue, and 1.5 g of white crystals, of melting point 118°-120° C., are isolated from this mixture.
Workup
- customafter the slight exothermic reaction
- waitis left
- extractionthe batch is extracted twice with 200 ml of methylene chloride at a time
- washThe organic phase is washed
- dry with materialdried over magnesium sulfate
- customthe methylene chloride is evaporated off under reduced pressure
- addition10 ml of diisopropyl ether are added to the residue, and 1.5 g of white crystals, of melting point 118°-120° C.
- customare isolated from this mixture
Sources & evidence
- ORD record
- ord-a3275b9a6c02451db02e2009b3bd9b1e
- Source dataset
- uspto-grants-1983_04
- Patent number
- US04380546
Reaction notes
Loading…