Sodium hydride → 2,2,2-Trifluoro-1-(4-fluorophenyl)ethyl trifluoromethanesulfonate

HRID 907643

反応式

HRID 907643 の反応式
[H-].[Na+].[F:3][C:4]([F:15])([F:14])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)[OH:6].[F:16][C:17]([F:23])([F:22])[S:18](Cl)(=[O:20])=[O:19]>CCCCCC.C(OCC)C>[F:15][C:4]([F:3])([F:14])[CH:5]([O:6][S:18]([C:17]([F:23])([F:22])[F:16])(=[O:20])=[O:19])[C:7]1[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 79000Trifluoromethanesulfonyl chlorideHCID 111482462,2,2-Trifluoro-1-(4-fluorophenyl)ethanol

生成物 1

HCID 575620972,2,2-Trifluoro-1-(4-fluorophenyl)ethyl trifluoromethanesulfonate収率 101.2%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒3 回HCID 8058Hexane溶媒

実験手順

NaH (640 mg, 16 mmol, 60% in mineral oil) was washed twice with hexane (20 mL) and then suspended in dried diethyl ether (20 mL). A solution of 2,2,2-trifluoro-1-(4-fluorophenyl)ethanol (1.94 g, 10 mmol) in diethyl ether (10 mL) was added at 0° C. After stirring for 2 h at room temperature, a solution of trifluoromethanesulfonyl chloride (1.68 g, 10 mmol) in diethyl ether (10 mL) was added. After 2 h, the reaction mixture was quenched by adding a solution of NaHCO3 and the product was extracted with diethyl ether. The extracts were washed with brine and dried, and the solvent was removed to yield trifluoromethanesulfonic acid 2,2,2-trifluoro-1-(4-fluorophenyl)ethyl ester (3.3 g).

後処理

  1. waitAfter 2 h
  2. customthe reaction mixture was quenched
  3. additionby adding a solution of NaHCO3
  4. extractionthe product was extracted with diethyl ether
  5. washThe extracts were washed with brine
  6. customdried
  7. customthe solvent was removed

出典と根拠

ORDレコード
ord-de98c776364344c2abb413ad5f1d573c
出典データセット
uspto-grants-2011_09
特許番号
US08013183B2

関連ノート

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