HCID 11781996, compound → Mandestrobin

HRID 617383Notes

Reaction equation

HRID 617383 reaction equation
[CH3:1][C:2]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]([O:17][CH3:18])[C:13](OC)=[O:14].[CH3:24][NH2:25].CO>CO>[CH3:1][C:2]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]([O:17][CH3:18])[C:13]([NH:25][CH3:24])=[O:14]

Participants

4

Reactant 2

HCID 11781996HCID 11781996, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 10935908MandestrobinYield 82.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxyacetate (0.44 g, 1.40 mmol) in methanol (5 ml) was stirred at room temperature. 40% methylamine/methanol solution (0.33 g, 4.2 mmol) was added thereto. After 22 hours, the mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate=2/1) to give the desired compound 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxy-N-methylacetamide (0.36 g, 82%) as white crystals.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel (n-hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-d440fe534c6f4e37aec62998083adfc5
Source dataset
uspto-grants-1999_09
Patent number
US05948819

Reaction notes

Loading…