Water → HCID 21442803, compound

HRID 328586Notes

Reaction equation

HRID 328586 reaction equation
[H-].[Na+].[NH:3]1[CH2:8][CH2:7][O:6][CH:5]([CH2:9][N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH:14]=[CH:13][C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]2=3)[CH2:4]1.[CH3:25][C:26]([CH3:30])=[CH:27][CH2:28]Br.O>CN(C)C=O>[CH3:25][C:26]([CH3:30])=[CH:27][CH2:28][N:3]1[CH2:8][CH2:7][O:6][CH:5]([CH2:9][N:10]2[C:11]3[CH:24]=[CH:23][CH:22]=[CH:21][C:12]=3[CH:13]=[CH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=3)[CH2:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 700922-Butene, 1-bromo-3-methyl-HCID 21442782HCID 21442782, compound

Product 1

HCID 21442803HCID 21442803, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

To a suspension of sodium hydride (0.05 g) in dimethylformamide was added a solution of 5-(2-morpholinylmethyl)-5H-dibenz[b,f]azepine (0.2 g) in dimethylformamide under ice cooling, and the resulting mixture was stirred at room temperature for 30 minutes. To the mixture was added a solution of 3,3-dimethylallyl bromide (0.12 g) in dimethylformamide, and the reaction mixture was stirred at room temperature for 3 hours, cooled, admixed with water and extracted with benzene. The benzene extract was washed with water, dried over anhydrous sodium sulfate and evaporated to afford 5-{4-(3,3-dimethylallyl)-2-morpholinylmethyl}-5H-dibenz[b,f]azepine. M.P. 99°-100° C.

Workup

  1. stirringthe reaction mixture was stirred at room temperature for 3 hours
  2. temperaturecooled
  3. extractionextracted with benzene
  4. extractionThe benzene extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-8a0a06683c2842cfae35f90716194929
Source dataset
uspto-grants-1977_04
Patent number
US04017621

Reaction notes

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