HCID 21415028, compound → 2-[(9,10-Methanoanthracen-9(10H)-yl)methyl]morpholine

HRID 442521Notes

Reaction equation

HRID 442521 reaction equation
C(OC([N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][C:13]23[CH2:27][CH:20]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=42)[C:19]2[C:14]3=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:7]1)=O)C>C(O)C.[OH-].[Na+].O>[NH:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][C:13]23[CH2:27][CH:20]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=42)[C:19]2[C:14]3=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:7]1

Participants

5

Reactant 1

HCID 21415028HCID 21415028, compound

Product 1

HCID 214150272-[(9,10-Methanoanthracen-9(10H)-yl)methyl]morpholine

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 9-(4-ethoxycarbonyl-2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene (400 mg) in ethanol (6 ml) and 25% aqueous sodium hydroxide solution (6 ml) was refluxed for 6 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to give 9-(2-morpholinylmethyl)-9,10-dihydro-9,10-methanoanthracene, M.P. 189° - 190° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-2e2fc6137c154271a69166e641d608b3
Source dataset
uspto-grants-1977_08
Patent number
US04045560

Reaction notes

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