4-Toluenesulfonyl chloride → 1,1,1-Tris(tosylethoxymethyl)ethane

HRID 36829노트

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HRID 36829 반응식
O[CH2:2][CH2:3][O:4][CH2:5][C:6]([CH2:13][O:14][CH2:15][CH2:16]O)([CH2:8][O:9][CH2:10][CH2:11]O)[CH3:7].[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>N1C=CC=CC=1>[S:24]([CH2:16][CH2:15][O:14][CH2:13][C:6]([CH2:5][O:4][CH2:3][CH2:2][S:24]([C:21]1[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=1)(=[O:26])=[O:25])([CH2:8][O:9][CH2:10][CH2:11][S:24]([C:21]1[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=1)(=[O:26])=[O:25])[CH3:7])([C:21]1[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=1)(=[O:26])=[O:25]

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 22328182Poly(oxy-1,2-ethanediyl), α-hydro-ω-hydroxy-, ether with 2-(hydroxymethyl)-2-methyl-1,3-propanediol (3:1)

생성물 1

HCID 545380091,1,1-Tris(tosylethoxymethyl)ethane수율 50%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of 1,1,1-tris(hydroxyethoxymethyl)ethane (6.7 g, 0.026 mol) in 35 mL of anhydrous pyridine was cooled to -10° C. Then solid p-toluenesulfonyl chloride (16.6 g, 0.087 mol) was added in portions over 1.5 hrs. The mixture was kept at -10° C. for 15 hrs. The resulting slurry was partitioned between dichloromethane (100 mL) and water (50 mL) and the layers were separated. The organic layer was washed with water (50 mL), dried over anhydrous sodium sulfate and evaporated to give a crude gum. This material was purified over silica gel using 1% methanol/dichloromethane as eluant to give 1,1,1-tris(tosylethoxymethyl)ethane (8.9 g, 0.013 mol, 47%).

후처리

  1. customThe resulting slurry was partitioned between dichloromethane (100 mL) and water (50 mL)
  2. customthe layers were separated
  3. washThe organic layer was washed with water (50 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated
  6. customto give a crude gum
  7. customThis material was purified over silica gel using 1% methanol/dichloromethane as eluant

출처 및 근거

ORD 기록
ord-c7b29fdc701a4a23a41d1576ba2c2b8d
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05417959

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