4-Toluenesulfonyl chloride → HCID 86732633、化合物

HRID 626392ノート

反応式

HRID 626392 の反応式
[O:1]1[CH2:4][CH2:3][C@@H:2]1[CH2:5][CH2:6][OH:7].[S:8](Cl)([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:10])=[O:9]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:15][C:14]1[CH:16]=[CH:17][C:11]([S:8]([O:7][CH2:6][CH2:5][C@H:2]2[CH2:3][CH2:4][O:1]2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

参加物

5

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 89304729HCID 89304729、化合物

生成物 1

HCID 86732633HCID 86732633、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

The mixture of (S)-2-(oxetan-2-yl)ethanol (408 mg, 4 mmol), TsCl (1.15 g, 6 mmol), TEA (0.85 g, 6 mmol) and DMAP (92 mg, 0.8 mmol) in DCM (20 mL) was stirred at RT for 18 h. Then the mixture was concentrated, the residue was dissolved into EtOAc (15 mL), washed with sat. NaHCO3 aqueous solution, water and brine, then the EtOAc layers was dried with Na2SO4, then the solvent was removed under the reduced pressure. The crude product was purified with Combiflash (PE/EtOAc=5/1, silica gel) to give the titled compound.

後処理

  1. concentrationThen the mixture was concentrated
  2. dissolutionthe residue was dissolved into EtOAc (15 mL)
  3. washwashed with sat. NaHCO3 aqueous solution, water and brine
  4. dry with materialthe EtOAc layers was dried with Na2SO4
  5. customthe solvent was removed under the reduced pressure
  6. customThe crude product was purified with Combiflash (PE/EtOAc=5/1, silica gel)

出典と根拠

ORDレコード
ord-3fc4b1bbecee437bafd54cb3c481c398
出典データセット
uspto-grants-2016_04
特許番号
US09309227B2

反応ノート

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