Dimethylformamide → HCID 17862638, compound

HRID 1766937Notes

Reaction equation

HRID 1766937 reaction equation
[CH2:1]([O:4][C:5]([O:7][CH2:8][C:9]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][C:10]=1[C:11](O)=[O:12])=[O:6])[CH:2]=[CH2:3].CN(C)C=O.C(Cl)(=O)C([Cl:28])=O>ClCCl.C1(C)C=CC=CC=1>[CH2:1]([O:4][C:5]([O:7][CH2:8][C:9]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][C:10]=1[C:11]([Cl:28])=[O:12])=[O:6])[CH:2]=[CH2:3]

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 17862562HCID 17862562, compound

Product 1

HCID 17862638HCID 17862638, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

2-[(Allyloxycarbonyl)oxymethyl]-5-cyanobenzoic acid (1.6 g, 6.12 mmol) obtained from Example 33-(2) was dissolved in dichloromethane (40 ml), and N,N-dimethylformamide (0.05 ml) and oxalyl chloride (2 g) were added thereto. The mixture was stirred at room temperature for 1 hour, then diluted with toluene, and the solvent was distilled off under reduced pressure to give crude 2-[(allyloxycarbonyl)oxymethyl]-5-cyanobenzoyl chloride.

Workup

  1. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0069bc074c1b44c2bcf5a05afc65a48c
Source dataset
uspto-grants-2007_06
Patent number
US07230023B2

Reaction notes

Loading…