Dimethylformamide → HCID 54157125, compound

HRID 1721480Notes

Reaction equation

HRID 1721480 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 1140TolueneSolvent

Procedure

Into 629 g of a toluene solution containing 144.7 g (0.462 mol, E/Z=25/75) of α-methoxyimino-2-(2,5-dimethylphenoxymethyl)phenylacetic acid produced in accordance with Example 5-(1) and 0.338 g (0.0046 mol) of dimethylformamide was introduced 68.5 g (0.692 mol) of phosgene over 10 hours while keeping at 60°-65° C., and the reaction was subsequently allowed to proceed at the same temperature for 2 hours and then at 80° C. for 2 hours. Then, excess phosgene was removed by distillation, followed by dilution with toluene, which afforded 612.6 g of a toluene solution of α-methoxyimino-2-(2,5-dimethylphenoxymethyl)phenylacetyl chloride.

Workup

  1. customwhile keeping at 60°-65° C.
  2. waitat 80° C. for 2 hours
  3. customThen, excess phosgene was removed by distillation

Sources & evidence

ORD record
ord-5f61b3021688462aac66489e69af7b6c
Source dataset
uspto-grants-1996_04
Patent number
US05510506

Reaction notes

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