反応式
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([CH2:15][CH3:16])([OH:14])[C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:19]([N:22]=[C:23]=[O:24])[CH2:20][CH3:21].C(=O)([O-])[O-].[K+].[K+].C(#N)C>C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH2:15][CH3:16])([OH:14])[C:7]2[CH:12]=[CH:11][C:10]([O:13][C:23](=[O:24])[NH:22][CH2:19][CH2:20][CH3:21])=[CH:9][CH:8]=2)=[CH:17][CH:18]=1参加物
実験手順
12.3 g. of 4-fluoro-4'-hydroxy-α-ethyl-benzhydrol, 4.68 g. of n-propyl-isocyanate and 0.7 g. of anhydrous, powdered potassium carbonate in 61 ml. of acetonitrile containing 15 μlit. of a 50% aqueous ethanol solution are refluxed under stirring. When the reaction is complete, the reaction mixture is cooled to room temperature, potassium carbonate is filtered off and acetonitrile is distilled off under reduced pressure. The residue is dissolved in benzene, the benzene solution is shaken with a 5% aqueous sodium hydroxide solution and washed to neutral with water. The organic phase is dried over anhydrous magnesium sulfate, filtered, and benzene is distilled off under reduced pressure. Crystallization of the residue from a mixture of ethyl acetate and n-hexane yields 13.6 g. of the desired compound, melting at 107° to 108° C.
後処理
- filtrationpotassium carbonate is filtered off
- distillationacetonitrile is distilled off under reduced pressure
- dissolutionThe residue is dissolved in benzene
- stirringthe benzene solution is shaken with a 5% aqueous sodium hydroxide solution
- washwashed to neutral with water
- dry with materialThe organic phase is dried over anhydrous magnesium sulfate
- filtrationfiltered
- distillationbenzene is distilled off under reduced pressure
- customCrystallization of the residue
- additionfrom a mixture of ethyl acetate and n-hexane
- customyields 13.6 g
出典と根拠
- ORDレコード
- ord-4d11fe74511e4c3eb171abfda8490584
- 出典データセット
- uspto-grants-1986_01
- 特許番号
- US04564630
関連ノート
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