Epichlorohydrin → HCID 18999768, compound

HRID 2260141Notes

Reaction equation

HRID 2260141 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-bfaa16b754404d73bf5296174ada5ecc
Source dataset
uspto-grants-1995_12
Patent number
US05476848

Reaction notes

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