Dichloromethane → HCID 22767896, compound

HRID 372442Notes

Reaction equation

HRID 372442 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-0ad472046ab74ce4aa199c0e82e5eaf1
Source dataset
uspto-grants-1978_05
Patent number
US04091023

Reaction notes

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