4-Toluenesulfonyl chloride → 2,2-Difluoroprop-1-yl toluene-4-sulphonate

HRID 222591노트

반응식

HRID 222591 반응식
[F:1][C:2]([F:6])([CH3:5])[CH2:3][OH:4].C(N(CC)CC)C.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>ClCCl>[F:1][C:2]([F:6])([CH3:5])[CH2:3][O:4][S:20]([C:17]1[CH:18]=[CH:19][C:14]([CH3:24])=[CH:15][CH:16]=1)(=[O:22])=[O:21]

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 133948182,2-Difluoropropanol

생성물 1

HCID 567765062,2-Difluoroprop-1-yl toluene-4-sulphonate수율 76.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2,2-difluoropropanol (0.50 g, 5.20 mmol) in dichloromethane (52.0 mL) and triethylamine (0.50 g, 0.73 mL, 5.20 mmol) at 0° C. is added p-toluenesulfonyl chloride (0.99 g, 5.20 mmol). The mixture is allowed to slowly warm to room temperature over 24 h. The mixture is concentrated and is partitioned between diethyl ether and water. The organic layer is washed with water and brine, dried over magnesium sulfate, filtered, and concentrated to dryness. The material is purified over silica gel to obtain 1.0 g of the title compound as clear crystals. MS (m/z) 250 (M+1).

후처리

  1. concentrationThe mixture is concentrated
  2. customis partitioned between diethyl ether and water
  3. washThe organic layer is washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe material is purified over silica gel

출처 및 근거

ORD 기록
ord-edbc2b3c4a1a4cb4a7af8d259f0756b6
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207344B2

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