Sodium Hydroxide → HCID 13308997, compound

HRID 1863484Notes

Reaction equation

HRID 1863484 reaction equation
[Li].[H-].C(O[C:6]([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.[OH-].[Na+]>CCOCC>[CH3:6][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

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 166653HydrideHCID 3028194LithiumHCID 20391648HCID 20391648, compound

Product 1

HCID 13308997HCID 13308997, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of lithium aluninum hydride (155 mg) in anhydrous ether was added a solution of 5-(4-ethoxycarbonylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]-cycloheptene (600 mg) in anhydrous ether under ice-cooling, and the resulting mixture was stirred under ice-cooling for 1 hour and under reflux for 2.5 hours. The reaction mixture was cooled, admixed with 10% aqueous sodium hydroxide solution and extracted with ether. The ether extract was dried over anhydrous sodium sulfate and evaporated to afford 5-(4-methylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene as oily material. M.P., 243°-244° C. (decomp.) (oxalate).

Workup

  1. temperaturecooling
  2. temperaturecooling for 1 hour
  3. temperatureunder reflux for 2.5 hours
  4. temperatureThe reaction mixture was cooled
  5. extractionextracted with ether
  6. extractionThe ether extract
  7. dry with materialwas dried over anhydrous sodium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-233be8722f084eae9035a7da94ca1159
Source dataset
uspto-grants-1979_09
Patent number
US04169146

Reaction notes

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