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Water → HCID 86651747、化合物

HRID 1515090
ノート
印刷プレビュー

反応式

HRID 1515090 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:13])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.[H-].[Na+].[F:16][C:17]([F:23])([F:22])[S:18](Cl)(=[O:20])=[O:19].O>C(OCC)C>[F:16][C:17]([F:23])([F:22])[S:18]([O:13][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:9]([F:11])([F:12])[F:10])(=[O:20])=[O:19]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 79000Trifluoromethanesulfonyl chlorideHCID 2603991-(4-chlorophenyl)-2,2,2-trifluoroethanol

生成物 1

HCID 86651747HCID 86651747、化合物収率 25%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

1-(4-Chlorophenyl)-2,2,2-trifluoroethanol (1.20 g, 5.70 mmol) was dissolved in diethyl ether (80 mL), and the resulting solution was cooled to 0° C. Then, 63% sodium hydride (217 mg, 5.70 mmol) was added thereto, and the resulting mixture was stirred for 1 hour. Thereafter, trifluoromethanesulfonyl chloride (0.910 mL, 8.55 mmol) was added dropwise thereto. Then, the temperature of the reaction solution was raised to room temperature, and the reaction solution was stirred for 2 hours. Water was added to the reaction solution, and the organic matter was extracted with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate and filtered. Then, the solvent was distilled off under reduced pressure, whereby a crude product was obtained. This crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 93:7 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (495 mg, yield: 25%).

後処理

  1. temperatureThen, the temperature of the reaction solution was raised to room temperature
  2. stirringthe reaction solution was stirred for 2 hours
  3. extractionthe organic matter was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materiala saturated sodium chloride solution, then dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. distillationThen, the solvent was distilled off under reduced pressure, whereby a crude product
  8. customwas obtained
  9. customThis crude product was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 93:7 (v/v)), whereby the objective title compound
  10. customwas obtained as a colorless oily substance (495 mg, yield: 25%)

出典と根拠

ORDレコード
ord-c0ff7490f9a94acaaa5356cb430f8244
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08222281B2

反応ノート

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