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

HRID 1903044Notes

Reaction equation

HRID 1903044 reaction equation
[CH3:1][C:2]1[C:8]2[CH:9]=[CH:10][C:11]([O:13][CH3:14])=[CH:12][C:7]=2[O:6][C:5]2[CH:15]=[CH:16][C:17]([C:19]([O:21]CC)=[O:20])=[CH:18][C:4]=2[N:3]=1.[OH-].[Na+].Cl>CO>[CH3:1][C:2]1[C:8]2[CH:9]=[CH:10][C:11]([O:13][CH3:14])=[CH:12][C:7]=2[O:6][C:5]2[CH:15]=[CH:16][C:17]([C:19]([OH:21])=[O:20])=[CH:18][C:4]=2[N:3]=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

A mixture of 1 g of ethyl 11-methyl-3-methoxydibenz-[b,f][1,4]oxazepine-8-carboxylate, 10 ml of methanol and 10 ml of 1 N aqueous sodium hydroxide was refluxed for 1 hour. After cooling, the mixture was neutralized with diluted hydrochloric acid, and the precipitating crystal was filtered off and recrystallized from methanol to give 0.84 g of 11-methyl-3-methoxydibenz[b,f][1,4]oxazepine-8-carboxylic acid. Yield 92%, m.p. 247° C. (with decomposition).

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperatureAfter cooling
  3. filtrationthe precipitating crystal was filtered off
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a8cddfe0071e449887b7b6303b6dd970
Source dataset
uspto-grants-1984_03
Patent number
US04435391

Reaction notes

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