Toluene → HCID 54157125, compound

HRID 1720564Notes

Reaction equation

HRID 1720564 reaction equation
C1(C)C=CC=CC=1.S(Cl)([Cl:10])=O.[CH3:12][C:13]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23](=[N:27][O:28][CH3:29])[C:24](O)=[O:25]>CN(C)C=O>[CH3:12][C:13]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23](=[N:27][O:28][CH3:29])[C:24]([Cl:10])=[O:25]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 543974242-(2,5-Dimethylphenoxymethyl)-alpha-methoxyiminophenylacetic acid

Product 1

HCID 54157125HCID 54157125, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

Toluene (10 ml), thionyl chloride (1.36 g, 11 mmol) and dimethylformamide (DMF) (0.1 ml) were added to the crude 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxyiminoacetic acid (Z=at least 99%)(2.99 g, 9.5 mmol), and the mixture was stirred at 70° C. for 1.5 hours. After completion of the reaction, the mixture was concentrated to give crude 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxyiminoacetyl chloride (E/Z=75/25).

Workup

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-9a4ad7a7d56442debed8869bd11ce76c
Source dataset
uspto-grants-1996_04
Patent number
US05506358

Reaction notes

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