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Tetrabutylammonium Hydroxide → 2-Trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

HRID 896835
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HRID 896835 반응식
[F:1][C:2]([F:15])([F:14])[S:3]([O:6][C:7]1[CH:12]=[C:11]([OH:13])[CH:10]=[CH:9][N:8]=1)(=[O:5])=[O:4].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:34][C:35]([F:44])([F:43])[CH2:36][CH2:37][CH2:38][S:39](Cl)(=[O:41])=[O:40]>ClCCl.O>[F:34][C:35]([F:44])([F:43])[CH2:36][CH2:37][CH2:38][S:39]([O:13][C:11]1[CH:10]=[CH:9][N:8]=[C:7]([O:6][S:3]([C:2]([F:1])([F:14])[F:15])(=[O:5])=[O:4])[CH:12]=1)(=[O:41])=[O:40]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 2723671Tetrabutylammonium HydroxideHCID 27611764,4,4-trifluorobutane-1-sulfonyl ChlorideHCID 178527628HCID 178527628, 화합물

생성물 1

HCID 208165222-Trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

시약·촉매·용매 2

HCID 962Water용매2회
HCID 6344
Dichloromethane
용매

실험 절차

Under argon, 550 mg (2.26 mmol) of 4-hydroxy-2-pyridinyl trifluoromethanesulfonate (Example 39A) are suspended in 15 ml of dichloromethane at room temperature. 2 ml of a 40% strength solution of tetrabutylammonium hydroxide in water are added dropwise to this. Then 476 mg (2.26 mmol) of 4,4,4-trifluoro-1-butanesulfonyl chloride are added and allowed to react for 20 minutes. Working up takes place by adding water, extracting with ethyl acetate, washing, drying and evaporating in a rotary evaporator. The residue is purified by chromatography on 20 g of silica gel (0.04-0.063 mm) with cyclohexane/ethyl acetate 2:1 to 1:1).

후처리

  1. customto react for 20 minutes
  2. extractionextracting with ethyl acetate
  3. washwashing
  4. customdrying
  5. customevaporating in a rotary evaporator
  6. customThe residue is purified by chromatography on 20 g of silica gel (0.04-0.063 mm) with cyclohexane/ethyl acetate 2:1 to 1:1)

출처 및 근거

ORD 기록
ord-8258baf336174c35a8aef1e47800008a
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06919470B2

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