Methanol → Methyl 11-oxo-6,11-dihydrodibenzo[b,e]oxepine-2-carboxylate

HRID 894199Notes

Reaction equation

HRID 894199 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([C:17]([OH:19])=[O:18])=[CH:16][C:3]1=2.S(=O)(=O)(O)O.[CH3:25]O>>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([C:17]([O:19][CH3:25])=[O:18])=[CH:16][C:3]1=2

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 12446821Olopatadine Impurity 17

Product 1

HCID 2769045Methyl 11-oxo-6,11-dihydrodibenzo[b,e]oxepine-2-carboxylate

Procedure

Reflux 8 gm. of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylic acid in 600 cc. of methanol containing 1 cc. of sulfuric acid for 19 hours. Cool and separate the solids by filtration to obtain the title product. (m.p. 130°-131° C.).

Workup

  1. temperatureReflux 8 gm
  2. temperatureCool
  3. customseparate the solids
  4. filtrationby filtration

Sources & evidence

ORD record
ord-30f34042357f43259b8dfc9308f9c021
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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