Sodium Methoxide → HCID 86758338, compound

HRID 2228849Notes

Reaction equation

C[O-].[Na+].[CH3:4][O:5][CH:6]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]([O:20][N:21]=[CH:22][C:23](=[N:28][O:29][CH3:30])[CH2:24][C:25]([CH3:27])=[CH2:26])[CH3:19])[C:8]([O:10][CH3:11])=[O:9]>>[CH3:4][O:5][CH:6]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]([O:20][N:21]=[CH:22][C:23](=[N:28][O:29][CH3:30])[CH:24]=[C:25]([CH3:26])[CH3:27])[CH3:19])[C:8]([O:10][CH3:11])=[O:9]

Participants

Reactant 2

HCID 10942334Sodium Methoxide

HCID 86758335HCID 86758335, compound

Product 1

HCID 86758338HCID 86758338, compoundYield 42.5%

Conditions

Temperature: 23 °C

Procedure

4.9 g of solid sodium methoxide were added to 16.7 g of methyl 3-methoxy-2-[2-(2-methoxyimino-1,4-dimethylpent-4-enylideneamino-oxymethyl)phenyl]acrylate from Example 7, and the mixture was stirred at 23° C. for 1 hour. Work-up was carried out similarly to Example 6. Chromatographic purification over silica gel using cyclohexane/methyl tert-butyl ether (9:1) gave 7.1 g of the title compound as a colorless solid.

Workup

customChromatographic purification over silica gel

Sources & evidence

ORD record: ord-4944184da3474ccea5b097f77b63b6ab
Source dataset: uspto-grants-2002_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06417388B1

Reaction notes

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