Dichloroacetyl chloride → 2,2-Dichloro-1-[2-(dichloromethyl)-1,3-oxazolidin-3-yl]ethan-1-one

HRID 2049181Notes

Reaction equation

HRID 2049181 reaction equation
[Cl:1][CH:2]([Cl:8])[CH:3]1[NH:7][CH2:6][CH2:5][O:4]1.C(N(CC)CC)C.[Cl:16][CH:17]([Cl:21])[C:18](Cl)=[O:19]>C(Cl)(Cl)Cl>[Cl:1][CH:2]([Cl:8])[CH:3]1[N:7]([C:18](=[O:19])[CH:17]([Cl:21])[Cl:16])[CH2:6][CH2:5][O:4]1

Participants

5

Reactant 3

HCID 6593Dichloroacetyl chlorideHCID 8471TriethylamineHCID 20344667HCID 20344667, compound

Product 1

HCID 203446782,2-Dichloro-1-[2-(dichloromethyl)-1,3-oxazolidin-3-yl]ethan-1-oneYield 98.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2nd part: By operating as in the second part of Example 13, but using 23.5 g (0.15 mole) of 2-dichloromethyl-1,3-oxazolidine, 18 g (0.18 mole) of triethylamine and 24.3 g (0.165 mole) of dichloroacetyl chloride in 200 ml of chloroform, after the removal of the chloroform by distillation under vacuum, 39.4 g (yield 98%) of crude 2-dichloromethyl-3-dichloroacetyl-1,3-oxazolidine is obtained.

Workup

  1. customafter the removal of the chloroform
  2. distillationby distillation under vacuum

Sources & evidence

ORD record
ord-914523dca7c74637b9436b0c8d1a6e1e
Source dataset
uspto-grants-1980_04
Patent number
US04197110

Reaction notes

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