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4-Toluenesulfonyl chloride → 2-[3-(Trifluoromethyl)-1H-pyrazol-1-yl]ethyl 4-methylbenzenesulfonate

HRID 1477599
ノート
印刷プレビュー

反応式

HRID 1477599 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:7]=[CH:6][N:5]([CH2:8][C:9]([O:11]CC)=O)[N:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+].C(N(CC)CC)C.[C:36]1([CH3:46])[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[CH:38][CH:37]=1>ClCCl.O1CCCC1>[CH3:46][C:36]1[CH:41]=[CH:40][C:39]([S:42]([O:11][CH2:9][CH2:8][N:5]2[CH:6]=[CH:7][C:3]([C:2]([F:1])([F:14])[F:15])=[N:4]2)(=[O:44])=[O:43])=[CH:38][CH:37]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 24436Sodium SulfateHCID 2064143Ethyl 2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 1178401392-[3-(Trifluoromethyl)-1H-pyrazol-1-yl]ethyl 4-methylbenzenesulfonate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a tetrahydrofuran solution (4 mL) of the crude product of ethyl 2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetate synthesized in Reference Synthesis Example 53, lithium aluminum hydride (40 mg, 1.05 mmol) was added at 0° C. and the resultant solution was stirred for 3 hours. After completion of the reaction, saturated sodium sulfate aqueous solution was added to the reaction solution and the resultant mixture was dried over anhydrous magnesium sulfate and filtered. The obtained filtrate was concentrated under reduced pressure. Subsequently, to a dichloromethane solution (2 mL) of the obtained residue, triethylamine (80 μL, 0.57 mmol) and p-toluenesulfonyl chloride (300 mg, 1.57 mmol) were added and the resultant mixture was stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure and used in the next reaction.

後処理

  1. additionwas added at 0° C.
  2. additionwas added to the reaction solution
  3. dry with materialthe resultant mixture was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe obtained filtrate was concentrated under reduced pressure
  6. concentrationThe reaction solution was concentrated under reduced pressure
  7. customused in the next reaction

出典と根拠

ORDレコード
ord-1948fb16d7594e849b2852af986e0358
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09403798B2

反応ノート

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