Oxalyl chloride → 2-Ethyl-6-methylbenzoyl chloride
Reaction equation
[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5](O)=[O:6])[CH3:2].C(Cl)(=O)C([Cl:16])=O>ClCCl.CN(C=O)C>[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5]([Cl:16])=[O:6])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-ethyl-6-methylbenzoic acid (49 mg, 0.30 mmol) in dichloromethane (3 mL) containing DMF (1 drop) was treated with oxalyl chloride (0.14 mL, 1.6 mmol) and the mixture was stirred for 15 h. The mixture was concentrated, azeotroping with toluene to remove traces of oxalyl chloride and the residue was used directly in the next step.
Workup
- concentrationThe mixture was concentrated
- customazeotroping with toluene
- customto remove traces of oxalyl chloride
Sources & evidence
- ORD record
- ord-8863ec9453634770aa1fdd50a41a75a2
- Source dataset
- uspto-grants-2002_05
- Patent number
- US06388084B1
Reaction notes
Loading…