Benzyl Bromide → Benzyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate

HRID 420642

反応式

HRID 420642 の反応式
[O:1]=[C:2]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)[CH2:3][C:4]([O-:6])=[O:5].[Li+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].ClCCl>[O:1]=[C:2]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=1)[CH2:3][C:4]([O:6][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:5]

参加物

6

反応物 2

HCID 7498Benzyl BromideHCID 23693664Lithium 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate

生成物 1

HCID 59666221Benzyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate

試薬・触媒・溶媒 3

HCID 21218Trioctylmethylammonium chloride触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of lithium 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate (2.0 g, 7.9 mmol) (Example 2A) in water (15 ml) is added a solution of Aliquat 336® (3.1 g) and benzyl bromide (1.35 g, 7.5 mmol) in dichloromethane (15 ml). The reaction mixture is stirred for two days at room temperature, then extracted with dichloromethane (500 ml). The organic phase is dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue is purified by flash chromatography over silica gel 60 with cyclohexane/ethyl acetate mixtures as eluent.

後処理

  1. extractionextracted with dichloromethane (500 ml)
  2. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by flash chromatography over silica gel 60 with cyclohexane/ethyl acetate

出典と根拠

ORDレコード
ord-668855b86b7c461f877532ce50aa3ef7
出典データセット
uspto-grants-2012_01
特許番号
US08097629B2

関連ノート

読み込み中…