Water → HCID 53686161, compound

HRID 129747Notes

Reaction equation

HRID 129747 reaction equation
Cl[CH2:2][CH2:3][N:4]1[CH2:22][CH2:21][N:7]2[C:8]3[CH:20]=[CH:19][CH:18]=[CH:17][C:9]=3[CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C@@H:6]2[CH2:5]1.[NH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C1(C)C=CC=CC=1.O>C(O)(=O)C>[CH2:5]1[C@H:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[CH2:10][C:9]3[CH:17]=[CH:18][CH:19]=[CH:20][C:8]=3[N:7]2[CH2:21][CH2:22][N:4]1[CH2:3][CH2:2][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1

Participants

6

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 4837PiperazineHCID 57197565HCID 57197565, compound

Product 1

HCID 53686161HCID 53686161, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1.3 g (15.5 mmole) of (14bR)-2-(2-chloroethyl)-1,2,3,4,10,14b-hexahydrodibenzo[c,f]-pyrazino [1,2-a]azepine [prepared as described in step (a) above], 3.6 g of piperazine and 30 ml of toluene was header under reflux for 16 hours. At the end of this time, the mixture was cooled and water was added. Sufficient of a 10% w/v aqueous solution of acetic acid was then added to make it acidic. The aqueous layer was separated, neutralized with a 10% w/v aqueous solution of sodium hydroxide, and extracted with diethyl ether. The solvent was then removed by evaporation under reduced pressure, to give 1.38 g (yield 92%) of the title compound.

Workup

  1. temperatureunder reflux for 16 hours
  2. temperatureAt the end of this time, the mixture was cooled
  3. customThe aqueous layer was separated
  4. extractionextracted with diethyl ether
  5. customThe solvent was then removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-f5026c7ec8f142b29b97b32ef5c66760
Source dataset
uspto-grants-1995_11
Patent number
US05470851

Reaction notes

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