Oxalyl chloride → HCID 86757477, compound

HRID 379644Notes

Reaction equation

HRID 379644 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)/[C:6]([CH3:22])=[C:5]2[CH2:23][C:24]([OH:26])=O.C(Cl)(=O)C([Cl:30])=O>ClCCl>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)/[C:7](=[CH:11]\[C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)/[C:6]([CH3:22])=[C:5]2[CH2:23][C:24]([Cl:30])=[O:26]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 5472495Sulindac sulfone

Product 1

HCID 86757477HCID 86757477, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(Z)-5-Fluoro-2-methyl-1-(p-methylsulfonylbenzylidene)-3-indenylacetic acid (20 g, 53.70 mmol) was suspended in dichloromethane (400 mL). Oxalylchloride (2M in CH2Cl2; 35 mL; 70 mmol) was added at room temperature. The reaction mixture was refluxed (24 h), and was evaporated to yield the title compound, which was used as such in the next step.

Workup

  1. temperatureThe reaction mixture was refluxed (24 h)
  2. customwas evaporated

Sources & evidence

ORD record
ord-2e13da48d5d14457ace234a0112a2fcf
Source dataset
uspto-grants-2001_10
Patent number
US06300346B1

Reaction notes

Loading…