Water → HCID 13277198, compound

HRID 328580Notes

Reaction equation

HRID 328580 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[C:19](=O)[CH2:18][O:17][CH:16]([CH2:21][N:22]2[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[CH2:26][CH2:25][C:24]3[CH:33]=[CH:34][CH:35]=[CH:36][C:23]2=3)[CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O>O1CCCC1>[CH2:7]([N:14]1[CH2:19][CH2:18][O:17][CH:16]([CH2:21][N:22]2[C:23]3[CH:36]=[CH:35][CH:34]=[CH:33][C:24]=3[CH2:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]2=3)[CH2:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 21442796HCID 21442796, compound

Product 1

HCID 13277198HCID 13277198, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminum hydride (0.03 g) in tetrahydrofuran (5 ml) was added a solution of 5-(4-benzyl-5-oxo-2-morpholinylmethyl)-10,11-dihydro-5H-dibenz-[b,f]azepine (0.5 g) in tetrahydrofuran (15 ml) under ice cooling, and the resulting mixture was stirred at room temperature for 1 hour and refluxed for 10 hours with stirring. The reaction mixture was cooled, admixed with water (2 ml) and extracted with benzene. The benzene extract was washed with water, dried over anhydrous sodium sulfate and evaporated to afford 5-(4-benzyl-2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine as an oily substance. M.P. 139°-140° C (oxalate).

Workup

  1. temperaturerefluxed for 10 hours
  2. stirringwith stirring
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with benzene
  5. extractionThe benzene extract
  6. washwas washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-fb79665c903d46cc8168116b215511a6
Source dataset
uspto-grants-1977_04
Patent number
US04017621

Reaction notes

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