4-Toluenesulfonyl chloride → 2-(4-Chlorophenoxy)ethyl 4-methylbenzene-1-sulfonate

HRID 655596

反応式

HRID 655596 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([O:6][CH2:7][CH2:8][OH:9])=[CH:4][CH:3]=1.CCN(CC)CC.[CH3:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1>C(Cl)Cl>[CH3:19][C:20]1[CH:25]=[CH:24][C:23]([S:26]([O:9][CH2:8][CH2:7][O:6][C:5]2[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)(=[O:28])=[O:27])=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 159072-(4-Chlorophenoxy)ethanol

生成物 1

HCID 107349442-(4-Chlorophenoxy)ethyl 4-methylbenzene-1-sulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-(4-chlorophenoxy)ethanol (2.0 g, 11.6 mmol) in DCM (10 mL) was added Et3N (5 mL) and 4-methylbenzene-1-sulfonyl chloride (TsCl; 2.43 g, 12.8 mmol) sequentially. The reaction mixture was stirred at room temperature overnight and partitioned between water and ethyl acetate. The organic layer was washed with water, 5% sodium bicarbonate (NaHCO3), and brine and concentrated. The resulting residue was washed with hexane to afford the title compound quantitatively.

後処理

  1. custompartitioned between water and ethyl acetate
  2. washThe organic layer was washed with water, 5% sodium bicarbonate (NaHCO3), and brine
  3. concentrationconcentrated
  4. washThe resulting residue was washed with hexane

出典と根拠

ORDレコード
ord-528080843ae94db9a26863170ea3e0c3
出典データセット
uspto-grants-2011_12
特許番号
US08071602B2

関連ノート

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