Dimethylformamide → HCID 11694578, compound

HRID 2215869Notes

Reaction equation

HRID 2215869 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([C:13]([O:15][CH3:16])=[O:14])[C:10](O)=[O:11])[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:19])=O.CN(C)C=O>ClCCCl>[Cl:19][C:10]([CH:9]([CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[C:13]([O:15][CH3:16])=[O:14])=[O:11]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 11514264HCID 11514264, compound

Product 1

HCID 11694578HCID 11694578, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
40 °C

Procedure

A total of 8.0 g of the residue containing 3-(3-chlorophenyl)-2-methoxycarbonylpropionic acid prepared in Step B of Example 1 was dissolved in 32.8 g of 1,2-dichloroethane under nitrogen atmosphere, and 11.8 g of thionyl chloride and 0.05 g of dimethylformamide were added thereto, followed by stirring at 40° C. for 7 hours. The resulting mixture was concentrated under reduced pressure to remove 1,2-dichloroethane and unreacted thionyl chloride to thereby yield 7.98 g of methyl 2-chloroformyl-3-(3-chlorophenyl)-propionate.

Workup

  1. concentrationThe resulting mixture was concentrated under reduced pressure
  2. customto remove 1,2-dichloroethane and unreacted thionyl chloride to thereby yield 7.98 g of methyl 2-chloroformyl-3-(3-chlorophenyl)-propionate

Sources & evidence

ORD record
ord-4204f7296f9c47c79a7ff557d0fac6a6
Source dataset
uspto-grants-2006_09
Patent number
US07109369B2

Reaction notes

Loading…