反应 #1687633

ord-f52cc74625a44273a77af5187dab8ebb

反应方程式

COC(=O)c1cccnc1
methyl nicotinoate
CC(C)(N)CO
2-amino-2,2,dimethyl-ethanol
O
water
CC1(C)COC(c2cccnc2)=N1
4,4-Dimethyl-2-(3-pyridyl)-oxazoline

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent was removed in vacuo, 300 ml of water
  2. 2
    workup.ADDITIONadded
  3. 3
    萃取the aqueous solution extracted with 3×300 ml of dichloromethane
  4. 4
    干燥Drying of the organic phase over magnesium sulphate and evaporation in vacuo
  5. 5
    其他gave a red oil which
  6. 6
    过滤was filtered through silica gel (eluent: methanol/ether=1/19)
  7. 7
    其他Removal of solvents in vacuo
  8. 8
    其他gave a yellow oil, 86

实验过程

A solution of 69 g (0.500 mol) of methyl nicotinoate and 45 g (0.500 mol) of 2-amino-2,2,dimethyl-ethanol in 600 ml of toluene was refluxed with a water separator overnight. The solvent was removed in vacuo, 300 ml of water added, and the aqueous solution extracted with 3×300 ml of dichloromethane. Drying of the organic phase over magnesium sulphate and evaporation in vacuo gave a red oil which was filtered through silica gel (eluent: methanol/ether=1/19). Removal of solvents in vacuo gave a yellow oil, 86. Yield: 30.0 g (0.170 mol, 34%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE036374uspto-grants-1999_11