Hydrogen Bromide → HCID 12318597, compound

HRID 1287601Notes

Reaction equation

HRID 1287601 reaction equation
[NH2:1][CH2:2][C:3]1([CH2:20][CH2:21][N:22]([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[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:29].CCOCC>C(O)C>[BrH:29].[BrH:29].[NH2:1][CH2:2][C:3]1([CH2:20][CH2:21][N:22]([CH:26]([CH3:27])[CH3:28])[CH:23]([CH3:25])[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 12318596HCID 12318596, compound

Product 1

HCID 12318597HCID 12318597, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 4 parts of 10-(aminomethyl)-5-ethyl-10,11-dihydro-N,N-diisopropyl-5H-dibenz[b,f]azepine-10-ethanamine in a minimal amount of absolute ethanol at around 20° is acidified with a 15% solution of hydrogen bromide in ethanol. Sufficient ether is added to cause an oil to separate. Supernatant solvents are decanted from the oil, which is crystallized by slurrying with anhydrous ether. Recrystallization from absolute ethanol affords 10-(aminomethyl)-5-ethyl-10,11-dihydro-N,N-diisopropyl-5H-dibenz[b,f]azepine-10-ethanamine dihydrobromide as a colorless solid which, washed with anhydrous ether and dried in vacuo at 80°, melts at approximately 239°-240°.

Workup

  1. customat around 20°
  2. customto separate
  3. customSupernatant solvents are decanted from the oil, which
  4. customis crystallized
  5. customRecrystallization from absolute ethanol

Sources & evidence

ORD record
ord-52c06382895547c1a4fec5fcdb19e399
Source dataset
uspto-grants-1976_10
Patent number
US03985730

Reaction notes

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