Oxalyl chloride → 4-(2-Oxopyrrolidin-1-yl)benzoyl chloride

HRID 1808877Notes

Reaction equation

HRID 1808877 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=1.C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl.CN(C=O)C>[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([Cl:19])=[O:12])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 7731304-(2-Oxopyrrolidin-1-yl)benzoic acid

Product 1

HCID 866708964-(2-Oxopyrrolidin-1-yl)benzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 4-(2-oxopyrrolidin-1-yl)benzoic acid (19.94 mg, 0.097 mmol) in DCM (5 ml) was added oxalyl chloride (2M solution in DCM, 0.058 ml, 0.117 mmol) and 2 drops of DMF. The resulting mixture was stirred at r.t for 1 hr., then concentrated in vacuo. The residue (off white solid) was used in subsequent reactions without further purification.

Workup

  1. concentration, then concentrated in vacuo
  2. customThe residue (off white solid) was used in subsequent reactions without further purification

Sources & evidence

ORD record
ord-4ccd89c6a98b47f4a663423074f99aa3
Source dataset
uspto-grants-2013_01
Patent number
US08362004B2

Reaction notes

Loading…