Dimethylformamide → HCID 86720624, compound

HRID 875390Notes

Reaction equation

HRID 875390 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:8]=[C:7]([F:15])[C:3]=1[C:4](O)=[O:5].C(Cl)(=O)C([Cl:19])=O.CN(C)C=O>ClCCl>[Cl:19][C:4]([C:3]1[C:2]([F:1])=[CH:10][C:9]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][C:7]=1[F:15])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 71061794HCID 71061794, compound

Product 1

HCID 86720624HCID 86720624, compoundYield 94.11%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,6-difluoro-4-(methoxycarbonyl)benzoic acid (1.6 gm, 7.4 mmol) in dichloromethane (25 mL), oxalyl chloride (2.33 gm, 18.5 mmol) was added at 0° C. followed by addition of dimethylformamide (1 mL). The resulting reaction mixture was stirred for about 3 hours at an ambient temperature. Solvents were evaporated to afford crude solid methyl 4-(chlorocarbonyl)-3,5-difluorobenzoate (1.6 gm, 94.11% Yield). The resulting product was used as such for next step.

Workup

  1. customThe resulting reaction mixture
  2. customSolvents were evaporated

Sources & evidence

ORD record
ord-18f9c2ae60f24158b93fda7d7b8139ea
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

Loading…