Sodium Hydroxide → HCID 13308998, compound

HRID 2083380Notes

Reaction equation

HRID 2083380 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([N:10]1[CH2:15][CH2:14][O:13][CH:12]([CH:16]=[C:17]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[CH2:21][CH2:20][C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]2=3)[CH2:11]1)(=O)[CH3:8].[OH-].[Na+]>CCOCC>[CH2:7]([N:10]1[CH2:15][CH2:14][O:13][CH:12]([CH:16]=[C:17]2[C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[CH2:21][CH2:20][C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]2=3)[CH2:11]1)[CH3:8]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 20391677HCID 20391677, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13308998HCID 13308998, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of lithium aluminum hydride (100 mg) in anhydrous ether was added a solution of 5-(4-acetylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]-cycloheptene (350 mg) in anhydrous ether under ice-cooling, and the resulting mixture was stirred under reflux for 3 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-ethylmorpholin-2-yl)methylidene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene as oily material. M.P., 224° - 225° C (oxalate).

Workup

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

Sources & evidence

ORD record
ord-55ad2eaceaca465ca85400b82825e435
Source dataset
uspto-grants-1978_04
Patent number
US04085210

Reaction notes

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