Water → HCID 18999725, compound

HRID 2260140Notes

Reaction equation

HRID 2260140 reaction equation
[CH2:1]1[O:3][CH:2]1[CH2:4][OH:5].O.[CH2:7]1[CH:12]2[C:13]3[CH:25]=[CH:24][CH:23]=[CH:22][C:14]=3[CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N:11]2[CH2:10][CH2:9][NH:8]1>C(O)C>[OH:3][CH:2]([CH2:4][OH:5])[CH2:1][N:8]1[CH2:9][CH2:10][N:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][C:14]3[CH:22]=[CH:23][CH:24]=[CH:25][C:13]=3[CH:12]2[CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 11164GlycidolHCID 115194Desmethylmianserin

Product 1

HCID 18999725HCID 18999725, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.41 g of glycidol and 0.9 ml of water was added, whilst ice-cooling, to a solution of 1 g of 1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine dissolved in 2 ml of ethanol, and the mixture was stirred at room temperature for 5 hours; it was then concentrated by evaporation under reduced pressure. The residue was subjected to column chromatography through silica gel, using a 10:1 by volume mixture of ethyl acetate and ethanol as the eluent, to afford 0.72 g (yield 56%) of the title compound as a colorless foam.

Workup

  1. additionwas added, whilst ice-
  2. concentrationit was then concentrated by evaporation under reduced pressure
  3. additionby volume mixture of ethyl acetate and ethanol as the eluent

Sources & evidence

ORD record
ord-84c8a595f0114765b444a73153137714
Source dataset
uspto-grants-1995_12
Patent number
US05476848

Reaction notes

Loading…