Water → HCID 54145401, compound

HRID 905415Notes

Reaction equation

HRID 905415 reaction equation
[Cl:1][C:2]([Cl:20])([Cl:19])[CH2:3][O:4][C:5]([CH2:7][O:8][N:9]=[C:10]([C:16](=[O:18])[CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:6].S(Cl)([Cl:24])(=O)=O.O.C(Cl)Cl>C(O)(=O)C>[Cl:1][C:2]([Cl:19])([Cl:20])[CH2:3][O:4][C:5]([CH2:7][O:8][N:9]=[C:10]([C:16](=[O:18])[CH2:17][Cl:24])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:6]

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 24648Sulfuryl chlorideHCID 53784544HCID 53784544, compound

Product 1

HCID 54145401HCID 54145401, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of ethyl 2-(2,2,2-trichloroethoxycarbonylmethoxyimino)-3-oxobutyrate (20 g) and sulfuryl chloride (7.7 g) in acetic acid (20 ml) was stirred at 40° C. for 7 hours. After the reaction mixture was added to a mixture of water (100 ml) and methylene chloride (100 ml) with stirring, the separated organic layer was washed with 5% aqueous sodium bicarbonate and water, followed by drying over magnesium sulfate. Removal of the solvent gave ethyl 2-(2,2,2-trichloroethoxycarbonylmethoxyimino)-4-chloro-3-oxobutyrate (22 g).

Workup

  1. stirringwith stirring
  2. washthe separated organic layer was washed with 5% aqueous sodium bicarbonate and water
  3. dry with materialby drying over magnesium sulfate
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-3700dc87507a44faa956f25cc717aa29
Source dataset
uspto-grants-1983_12
Patent number
US04423213

Reaction notes

Loading…