Oxalyl chloride → HCID 90021625, compound

HRID 1488153Notes

Reaction equation

HRID 1488153 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:6]([CH3:15])=[CH:7][C:8]([CH3:14])=[C:9]([CH:13]=1)[C:10](O)=[O:11])=[O:4].C(Cl)(=O)C([Cl:19])=O>ClCCl>[Cl:19][C:10]([C:9]1[C:8]([CH3:14])=[CH:7][C:6]([CH3:15])=[C:5]([CH:13]=1)[C:3]([O:2][CH3:1])=[O:4])=[O:11]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 90021682HCID 90021682, compound2×

Product 1

HCID 90021625HCID 90021625, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

Into a 100-mL round-bottom flask, was placed a solution of 5-(methoxycarbonyl)-2,4-dimethylbenzoic acid (compound 255.1, 100 mg, 0.48 mmol) in dichloromethane (10 mL). Oxalyl chloride (80 μL, 0.95 mmol) was added and the resulting solution was stirred for 1 h at 40° C., then concentrated under reduced pressure to obtain the title compound as a white solid (80 mg, 74%).

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-58a8855feedf489ab0cc089dda83c529
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

Loading…