Water → HCID 19850148, 화합물

HRID 414391노트

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HRID 414391 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 19850148HCID 19850148, 화합물수율 63.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0a7d78fb33c0495e9a27946a9ea2829a
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04791216

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