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

HRID 222591ノート

反応式

HRID 222591 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-edbc2b3c4a1a4cb4a7af8d259f0756b6
出典データセット
uspto-grants-2012_06
特許番号
US08207344B2

反応ノート

読み込み中…