Water → HCID 21442792, compound

HRID 328588Notes

Reaction equation

HRID 328588 reaction equation
[NH2-].[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[CH2:14][CH2:13][C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]2=3)[CH2:4]1.[CH2:25](Br)[CH3:26].O>C1C=CC=CC=1>[CH2:25]([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[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]2=3)[CH2:4]1)[CH3:26]

Participants

6

Reactant 4

HCID 962WaterHCID 6332Ethyl BromideHCID 24533Sodium amideHCID 13277196HCID 13277196, compound

Product 1

HCID 21442792HCID 21442792, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent3×

Procedure

To a suspension of sodium amide (0.08 g) in benzene was added a solution of 5-(2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine (0.5 g) in benzene under ice cooling, and the resulting mixture was stirred at room temperature for 30 minutes. to the reaction mixture was added a solution of ethyl bromide (0.22 g) in benzene under ice cooling, and the resulting mixture was stirred at room temperature for 4 hours. The reaction mixture was 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-ethyl-2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine as an oily substance.

Workup

  1. stirringthe resulting mixture was stirred at room temperature for 4 hours
  2. temperatureThe reaction mixture was cooled
  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-90dfdad8be594ef18eed261340775527
Source dataset
uspto-grants-1977_04
Patent number
US04017621

Reaction notes

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