Epichlorohydrin → HCID 18999768, compound

HRID 2379441Notes

Reaction equation

HRID 2379441 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)[Cl:2].[CH2:6]1[CH:11]2[C:12]3[CH:24]=[CH:23][CH:22]=[CH:21][C:13]=3[CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[N:10]2[CH2:9][CH2:8][NH:7]1>C(O)C>[Cl:2][CH2:1][CH:3]([OH:5])[CH2:4][N:7]1[CH2:8][CH2:9][N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][C:13]3[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=3[CH:11]2[CH2:6]1

Participants

4

Reactant 2

HCID 7835EpichlorohydrinHCID 115194Desmethylmianserin

Product 1

HCID 18999768HCID 18999768, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.832 g of epichlorohydrin was added to a mixture of 4.5 ml of ethanol and 1.5 g of 1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine, whilst ice-cooling, and the mixture was stirred at room temperature for 5 hours. At the end of this time, it was concentrated by evaporation under reduced pressure. The residue was subjected to column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to afford 1.56 g (yield 76%) of the title compound as a colorless foam.

Workup

  1. temperaturecooling
  2. concentrationAt the end of this time, it was concentrated by evaporation under reduced pressure
  3. additionby volume mixture of hexane and ethyl acetate as the eluent

Sources & evidence

ORD record
ord-dc4a03b2d1614993b1ed445b8979256f
Source dataset
uspto-grants-1994_11
Patent number
US05362725

Reaction notes

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