Sodium Hydroxide → 10-Methoxyiminostilbene

HRID 2216929Notes

Reaction equation

HRID 2216929 reaction equation
COC([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9]([O:16][CH3:17])=[CH:8][C:7]2[CH:18]=[CH:19][CH:20]=[CH:21][C:6]1=2)=O.[OH-].[Na+]>O>[CH3:17][O:16][C:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:5][C:6]2[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=2[CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11208289Methyl 10-methoxy-5H-dibenz[b,f]azepine-5-carboxylate

Product 1

HCID 7842410-MethoxyiminostilbeneYield 975.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 10-methoxy-dibenzo[b,f]azepine-5-carboxylic acid methyl ester (19 g, 67.5 mmol), poly (ethylene glycol) 200 (20 ml) and sodium hydroxide solution 50% (13 ml, 246 mmol) is heated to 100° C. for 4hours. Water (30 ml) is added and the suspension is cooled to 20° C. and filtered. The filter cake is washed with water and dried at 60° C./30 mbar to yield 147 g of pure title compound (98%).

Workup

  1. temperaturethe suspension is cooled to 20° C.
  2. filtrationfiltered
  3. washThe filter cake is washed with water
  4. customdried at 60° C./30 mbar

Sources & evidence

ORD record
ord-d9d9a32b7e9e4358a086f56c91f24cf9
Source dataset
uspto-grants-2006_09
Patent number
US07112673B2

Reaction notes

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