Potassium Hydroxide → HCID 13308996, compound

HRID 1863481Notes

Reaction equation

HRID 1863481 reaction equation
[OH-].[K+].C(OC([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]=[C:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]2=3)[CH2:9]1)=O)C>O.C(O)C>[NH:8]1[CH2:13][CH2:12][O:11][CH:10]([CH:14]=[C:15]2[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=3[CH2:19][CH2:18][C:17]3[CH:26]=[CH:27][CH:28]=[CH:29][C:16]2=3)[CH2:9]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20391648HCID 20391648, compound

Product 1

HCID 13308996HCID 13308996, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Potassium hydroxide (3.0 g) in water was added to the above-obtained 5-(4-ethoxycarbonylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (2.49 g) in ethanol, and the resulting mixture was heated under reflux for 8 hours. After cooling, ethanol was distilled off and water was added to the resulting residue. The resultant mixture was extracted with chloroform. The chloroform extract was dried, evaporated and chromatographed to afford 5-(morpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene as oily material. M.P., 221°-224° C. (oxalate).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 8 hours
  3. temperatureAfter cooling
  4. distillationethanol was distilled off
  5. additionwater was added to the resulting residue
  6. extractionThe resultant mixture was extracted with chloroform
  7. extractionThe chloroform extract
  8. customwas dried
  9. customevaporated
  10. customchromatographed

Sources & evidence

ORD record
ord-e26417754dd24dbcb809170bd6b0132f
Source dataset
uspto-grants-1979_09
Patent number
US04169146

Reaction notes

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