Bromine → HCID 20328344, compound

HRID 917840Notes

Reaction equation

HRID 917840 reaction equation
[BrH:1].[CH3:2][N:3]1[CH2:8][CH2:7][C:6](=[C:9]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH:13]=[CH:12][C:11]3[CH:20]=[CH:21][CH:22]=[CH:23][C:10]2=3)[CH2:5][CH2:4]1.[Br:24]Br>C(O)(=O)C>[BrH:1].[CH3:2][N:3]1[CH2:8][CH2:7][C:6](=[C:9]2[C:10]3[CH:23]=[CH:22][CH:21]=[CH:20][C:11]=3[CH:12]([Br:1])[CH:13]([Br:24])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]2=3)[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 24408BromineHCID 215022761-Methyl-4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine hydrobromide

Product 1

HCID 20328344HCID 20328344, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

1-Methyl-4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine hydrobromide, 18.40 g. (0.05 mole) is dissolved with warming in 750 ml. of glacial acetic acid. This solution is cooled to room temperature and 8.0 g., 2.6 ml., (0.05 mole) of bromine dissolved in 75 ml. of glacial acetic acid is added dropwise with stirring. After completion of the addition the mixture is stirred overnight. The crystals are collected, washed with a small amount of cold glacial acetic acid, then with dry ether, and then dried for 2 hours in a vacuum oven at 70° to give 1 methyl-4-(10,11-dibromo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine hydrobromide. Recrystallization from acetonitrile gives an analytical sample, m.p. 185°-186°C.

Workup

  1. dissolution(0.05 mole) is dissolved
  2. temperaturewith warming in 750 ml
  3. additionAfter completion of the addition the mixture
  4. stirringis stirred overnight
  5. customThe crystals are collected
  6. washwashed with a small amount of cold glacial acetic acid
  7. dry with materialwith dry ether, and then dried for 2 hours in a vacuum oven at 70°

Sources & evidence

ORD record
ord-388224a88d4a4feea636459dda5e9c3a
Source dataset
uspto-grants-1976_07
Patent number
US03968115

Reaction notes

Loading…