Dimethylformamide → HCID 54157125, compound

HRID 1721481Notes

Reaction equation

HRID 1721481 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=1[CH3:23])[C:5](O)=[O:6].CN(C)C=O.C(Cl)([Cl:31])=O>C1(C)C=CC=CC=1>[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][C:16]1[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=1[CH3:23])[C:5]([Cl:31])=[O:6]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6371PhosgeneHCID 543974242-(2,5-Dimethylphenoxymethyl)-alpha-methoxyiminophenylacetic acid

Product 1

HCID 54157125HCID 54157125, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent3×

Procedure

To 232 g of a toluene solution containing 50.1 g (0.160 mol, E/Z=23/77) of α-methoxyimino-2-(2,5-dimethylphenoxymethyl)phenylacetic acid produced in accordance with Example 5-(1) and 0.117 g (0.0016 mol) of dimethylformamide was added dropwise a mixed solution of 23.8 g (0.240 mol) of phosgene and 45.1 g of toluene over 5 hours while keeping at 60°-65° C., and the reaction was subsequently allowed to proceed at the same temperature for 5 hours, which afforded 239.0 g of a toluene solution of α-methoxyimino-2-(2,5-dimethylphenoxymethyl)phenylacetyl chloride.

Workup

  1. customwhile keeping at 60°-65° C.

Sources & evidence

ORD record
ord-fbad08a833494cdea4de4f1eb0e4386d
Source dataset
uspto-grants-1996_04
Patent number
US05510506

Reaction notes

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