(-)-Epichlorohydrin → HCID 67791243, compound

HRID 1196852Notes

Reaction equation

HRID 1196852 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([OH:13])[CH:9]=2)=[CH:4][CH:3]=1.[CH2:14]([C@@H:16]1[O:18][CH2:17]1)[Cl:15]>C1(C)C=CC=CC=1>[Cl:15][CH2:14][CH:16]([OH:18])[CH2:17][N:11]1[C:10](=[O:13])[CH2:9][C@H:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[O:12]1

Participants

4

Reactant 2

HCID 2734062(-)-EpichlorohydrinHCID 178515608HCID 178515608, compound

Product 1

HCID 67791243HCID 67791243, compoundYield 72.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5-(p-Chlorophenyl)-3-hydroxyisoxazole (80.0 g) was slowly added at 80° C. to a toluene solution (80 ml) of (R)-(-)epichlorohydrin (50.0 g), and the reaction solution was stirred for 20 hours at 80°-85° C. After cooling the reaction solution, the deposited crystalline precipitate was washed with cold toluene (200 ml) to give 85.8 g of the desired product.

Workup

  1. temperatureAfter cooling the reaction solution
  2. washthe deposited crystalline precipitate was washed with cold toluene (200 ml)

Sources & evidence

ORD record
ord-ddc578345adb4dd4a837429dbb563c72
Source dataset
uspto-grants-1992_05
Patent number
US05116839

Reaction notes

Loading…