Sodium Hydroxide → HCID 13308997, compound

HRID 2083379Notes

Reaction equation

HRID 2083379 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O[C:10]([N:12]1[CH2:17][CH2:16][O:15][CH:14]([CH:18]=[C:19]2[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[CH2:23][CH2:22][C:21]3[CH:30]=[CH:31][CH:32]=[CH:33][C:20]2=3)[CH2:13]1)=O)C.[OH-].[Na+]>CCOCC>[CH3:10][N:12]1[CH2:17][CH2:16][O:15][CH:14]([CH:18]=[C:19]2[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=3[CH2:23][CH2:22][C:21]3[CH:30]=[CH:31][CH:32]=[CH:33][C:20]2=3)[CH2:13]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 20391648HCID 20391648, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13308997HCID 13308997, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of lithium aluminum 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-8604f107195140d79c2d2c5b43466b80
Source dataset
uspto-grants-1978_04
Patent number
US04085210

Reaction notes

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