Sodium Hydroxide → 4-Fluoro-4'-trifluoromethylstilbene

HRID 1975654ノート

反応式

HRID 1975654 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[Cl-].[F:11][C:12]([F:40])([F:39])[C:13]1[CH:38]=[CH:37][C:16]([CH2:17][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:15][CH:14]=1.[OH-].[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:17][C:16]2[CH:15]=[CH:14][C:13]([C:12]([F:11])([F:39])[F:40])=[CH:38][CH:37]=2)=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 680234-FluorobenzaldehydeHCID 19098232(4-Trifluromethylbenzyl)triphenylphosphonium chloride

生成物 1

HCID 541279074-Fluoro-4'-trifluoromethylstilbene収率 64.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

8.9 g of (72 mmol) of 4-fluorobenzaldehyde and 32 g (72 mmol) of (4-trifluromethylbenzyl)triphenylphosphonium chloride were dissolved in 300 ml of methylene chloride. While vigorously stirring the solution, 280 ml (0.84 mol) of 3N sodium hydroxide was dropwise added at room temperature. After completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the mixture was subjected to liquid separation. The organic layer was washed twice with water and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off. The residue was purified by silica gel column chromatography (developing solvent: n-hexane) to obtain 12.4 g of 4-fluoro-4'-trifluoromethylstilbene.

後処理

  1. additionwas dropwise added at room temperature
  2. additionAfter completion of the dropwise addition
  3. customAfter completion of the reaction
  4. customthe mixture was subjected to liquid separation
  5. washThe organic layer was washed twice with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThen, the solvent was distilled off
  8. customThe residue was purified by silica gel column chromatography (developing solvent: n-hexane)

出典と根拠

ORDレコード
ord-70fa6ec183b44e27b254622ad528ef07
出典データセット
uspto-grants-1994_02
特許番号
US05288727

反応ノート

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