Dichloromethane → HCID 22767896, compound

HRID 866616Notes

Reaction equation

HRID 866616 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH:11]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[C:10]3[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:9]=3[O:8][C:7]=2[CH:25]=1.C(Cl)Cl.B(Br)(Br)[Br:30]>CO>[BrH:30].[BrH:30].[CH3:24][C:21]1[CH:22]=[CH:23][C:9]2[O:8][C:7]3[CH:25]=[C:3]([OH:2])[CH:4]=[CH:5][C:6]=3[CH2:12][CH:11]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[C:10]=2[CH:20]=1

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 25134Boron tribromideHCID 22767880HCID 22767880, compound

Product 1

HCID 22767896HCID 22767896, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.0 G. of 4-[10,11-dihydro-3-methoxy-8-methyl-dibenz[b,f]oxepin-10-yl]-1-methyl-piperazine are dissolved in 600 ml. of methylene chloride, treated with a solution of 8.9 g. of boron tribromide in 90 ml. of methylene chloride and stirred at room temperature for 20 hours. The residue is taken up in 150 ml. of methanol, boiled at reflux for 30 minutes with active carbon, filtered, concentrated to about 70 ml., treated with ether until turbidity sets in, and there is obtained crystalline 10,11-dihydro-8-methyl-10-(4-methyl-1-piperazinyl)-dibenz[b,f]oxepin-3-ol dihydrobromide having a melting point of 176° C. (with decomposition).

Workup

  1. temperatureat reflux for 30 minutes with active carbon
  2. filtrationfiltered
  3. concentrationconcentrated to about 70 ml
  4. addition, treated with ether until turbidity sets in, and there

Sources & evidence

ORD record
ord-6be41f5740684a6281da97ab923e51c4
Source dataset
uspto-grants-1978_07
Patent number
US04100173

Reaction notes

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