Hydrochloric Acid → 3-Methoxy-11-methyldibenz(b,f)oxazepine-8-carboxylate

HRID 2051151Notes

Reaction equation

HRID 2051151 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]2[C:7]([CH3:21])=[N:8][C:9]3[CH:15]=[C:14]([C:16]([O:18]CC)=[O:17])[CH:13]=[CH:12][C:10]=3[O:11][C:5]=2[CH:4]=1.[OH-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]2[C:7]([CH3:21])=[N:8][C:9]3[CH:15]=[C:14]([C:16]([OH:18])=[O:17])[CH:13]=[CH:12][C:10]=3[O:11][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13277337HCID 13277337, compound

Product 1

HCID 1461383-Methoxy-11-methyldibenz(b,f)oxazepine-8-carboxylateYield 92.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

One gram of ethyl 3-methoxy-11-methyldibenzo[b,f][1,4]oxazepin-8-carboxylate was dissolved in 10 ml of methanol. To the solution, 10 ml of 1N sodium hydroxide was added and the mixture was refluxed for 1 hour. After cooling, the mixture was neutralized with dilute hydrochloric acid and the precipitating crystal was recovered by filtration. Recrystallization from methanol produced 0.84 g of 3-methoxy-11-methyldibenzo[b,f][1,4]oxazepin-8-carboxylic acid (Compound No. 1). Yield, 92%; melting point, 247° C. (with decomposition).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe precipitating crystal was recovered by filtration
  4. customRecrystallization from methanol

Sources & evidence

ORD record
ord-84e3e50206c6454e93410bc61932e7a1
Source dataset
uspto-grants-1991_05
Patent number
US05017570

Reaction notes

Loading…