反应 #657310

ord-6897520d27f9497e907addb4497dad07

反应方程式

OCC(F)(F)CO
2,2-difluoropropane-1,3-diol
CCN(CC)CC
triethylamine
CS(=O)(=O)Cl
methane sulphonyl chloride
CS(=O)(=O)OCC(F)(F)COS(C)(=O)=O
2,2-difluoropropane-1,3-diyl dimethanesulfonate
收率 84.0%

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Thereafter the reaction mixture was quenched with water
  2. 2
    萃取extracted with DCM
  3. 3
    干燥The organic layer was dried over anhydrous sodium sulphate
  4. 4
    浓缩concentrated

实验过程

To a solution of 5 g (44.6 mmol) 2,2-difluoropropane-1,3-diol (prepared as described in J. Med. Chem. 1994, 37, 1857-1864) in DCM (50 mL) was added triethylamine (18.6 mL, 133.83 mmol) and methane sulphonyl chloride (6.9 mL, 89.22 mmol) at 0° C. and stirred for 1 h at 0° C. Thereafter the reaction mixture was quenched with water and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 2,2-difluoropropane-1,3-diyl dimethanesulfonate (9 g, 84%) which was used immediately in the next step.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09023844B2uspto-grants-2015_05