Dimethylformamide → 2-Methylbenzoyl chloride

HRID 1396603Notes

Reaction equation

HRID 1396603 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C=O)C.C(Cl)(=O)C([Cl:19])=O>C(Cl)Cl>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:19])=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 83732-Methylbenzoic acidHCID 65578Oxalyl chloride

Product 1

HCID 702762-Methylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred mixture of methylbenzoic acid (I-1) (0.41 mol, 1 eq) and DMF (0.5 mL) in DCM (500 mL) at RT, oxalyl chloride (0.45 mol, 1.1 eq) is added slowly over 5 min. The resulting mixture is stirred at RT for 2 h and then concentrated in vacuo to afford the product, methylbenzoyl chloride. The product is used directly in the next step.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b24f2e57df2c4b0781efc694bd4cbc71
Source dataset
uspto-grants-2014_12
Patent number
US08901133B2

Reaction notes

Loading…