Hydrogen Bromide → HCID 12318595, compound

HRID 1287600Notes

Reaction equation

HRID 1287600 reaction equation
[NH2:1][CH2:2][C:3]1([CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([CH2:14][CH3:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[CH2:4]1.[BrH:27].CCOCC>C(O)C>[BrH:27].[BrH:27].[NH2:1][CH2:2][C:3]1([CH2:20][CH2:21][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([CH2:14][CH3:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[CH2:4]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 12318594HCID 12318594, compound

Product 1

HCID 12318595HCID 12318595, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 4 parts of 10-(aminomethyl)-N,N,5-triethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-ethanamine in a minimal quantity of absolute ethanol is acidified with a 15% solution of hydrogen bromide in ethanol. Sufficient anhydrous ether is then added to induce separation of an oil. Supernatant solvents are decanted from the oil, which is crystallized by slurrying with anhydrous ether. The product thus isolated, filtered off and recrystallized from a mixture of ethanol and absolute ether, affords 10-(aminomethyl)-N,N,5-triethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-ethanamine dihydrobromide as a colorless solid which, dried in vacuo at 80°, melts at 234°- 236°.

Workup

  1. customseparation of an oil
  2. customSupernatant solvents are decanted from the oil, which
  3. customis crystallized
  4. customThe product thus isolated
  5. filtrationfiltered off
  6. customrecrystallized from a mixture of ethanol and absolute ether

Sources & evidence

ORD record
ord-59bda28ab2054c81b3507212e4f1938b
Source dataset
uspto-grants-1976_10
Patent number
US03985730

Reaction notes

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