Methanol → HCID 12881939, compound

HRID 1577986Notes

Reaction equation

HRID 1577986 reaction equation
[CH:1]1[C:6]2[CH2:7][NH: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]=[CH:3][CH:2]=1.[OH-].[K+].CO>O>[CH:1]1[C:6]2[CH2:7][NH: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]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 12881938HCID 12881938, compound

Product 1

HCID 12881939HCID 12881939, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 10,11-dihydrodibenz[b,f][1,4]oxazepine-8-carboxylate (5.4 g), potassium hydroxide (1.1 g), methanol (70 ml) and water (5 ml) was refluxed for 3 hours. After distilling off the solvents under reduced pressure, the residue was dissolved in distilled water (20 ml). The solution was washed with ethyl acetate and acidified with diluted hydrochloric acid. The separated crystals were collected by filtration and then recrystallized from methanol to give 10,11-dihydrodibenz[b,f][1,4]oxazepine-8-carboxylic acid.

Workup

  1. temperaturewas refluxed for 3 hours
  2. distillationAfter distilling off the solvents under reduced pressure
  3. dissolutionthe residue was dissolved in distilled water (20 ml)
  4. washThe solution was washed with ethyl acetate
  5. filtrationThe separated crystals were collected by filtration
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-48cc04a1b1ec40889ca770860f27b7d5
Source dataset
uspto-grants-1981_09
Patent number
US04290953

Reaction notes

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