Water → HCID 19850148、化合物

HRID 414391ノート

反応式

HRID 414391 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]([NH:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[H-].[Na+].[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]Br.O>CN(C)C=O>[Br:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][N:5]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3](=[O:4])[C:2]([F:14])([F:15])[F:1]

参加物

6

反応物 4

HCID 962WaterHCID 123681,6-DibromohexaneHCID 24758Sodium hydrideHCID 2788842,2,2-Trifluoro-N-(2-phenylethyl)acetamide

生成物 1

HCID 19850148HCID 19850148、化合物収率 63.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

2,2,2-Trifluoro-N-(2-phenylethyl)acetamide (21.7 g., 0.1 mole) in dry dimethylformamide (100 ml) was added dropwise with stirring and under nitrogen to sodium hydride (2.4 g., 0.1 mole, ether washed) in dry dimethylformamide (150 ml). Stirring was continued until a clear solution was obtained and 1,6-dibromohexane (73.2 g., 0.3 moles) was added. The solution was heated at 60° for 3 hr then poured into water and extracted with ether. The extracts were washed well with water and dried and evaporated. Excess dibromohexane was recovered by distillation (b.p. 60°-70°/0.1 mmHg) and the residue was separated on a silica gel column using ether-light petroleum (1:2) as eluant. The major fraction was evaporated to give the title compound as a pale yellow oil (24 g). A sample was distilled to give a colourless viscous liquid, b.p. 146°-152°/0.05 mmHg, (with slight decomposition).

後処理

  1. customwas obtained
  2. temperatureThe solution was heated at 60° for 3 hr
  3. extractionextracted with ether
  4. washThe extracts were washed well with water
  5. customdried
  6. customevaporated
  7. distillationExcess dibromohexane was recovered by distillation (b.p. 60°-70°/0.1 mmHg)
  8. customthe residue was separated on a silica gel column
  9. customThe major fraction was evaporated

出典と根拠

ORDレコード
ord-0a7d78fb33c0495e9a27946a9ea2829a
出典データセット
uspto-grants-1988_12
特許番号
US04791216

反応ノート

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