Ethanol → HCID 15227909, compound

HRID 2210818Notes

Reaction equation

HRID 2210818 reaction equation
[C:1](=[O:7])([O-])[O:2][CH2:3][CH2:4]Cl.[CH2:8]1[CH:13]2[C:14]3[CH:26]=[CH:25][CH:24]=[CH:23][C:15]=3[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:12]2[CH2:11][CH2:10][N:9]1[CH2:27][CH2:28][O:29][CH2:30]C(O)=O.C(O)C>C(Cl)(Cl)Cl>[CH2:8]1[CH:13]2[C:14]3[CH:26]=[CH:25][CH:24]=[CH:23][C:15]=3[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N:12]2[CH2:11][CH2:10][N:9]1[CH2:27][CH2:28][O:29][CH2:30][C:1]([O:2][CH2:3][CH3:4])=[O:7]

Participants

5

Reactant 3

HCID 702EthanolHCID 99284432-(1,2,3,4,10,14b-Hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acidHCID 22631361Chloroethyl carbonate

Product 1

HCID 15227909HCID 15227909, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.11 g of chloroethyl carbonate was added to a solution of 0.5 g of 2-(1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetic acid (prepared as described in Example 2) in 10 ml of chloroform containing 2% by volume ethanol, whilst ice-cooling, and the mixture was stirred at room temperature for 1 hour. At the end of this time, it was washed with water, and the solvent was removed by distillation under reduced pressure. The resulting residue was subjected to column chromatography through silica gel eluted with ethyl acetate, to give 0.25 g of the title compound as a colorless oil. The infrared absorption spectrum of this compound is identical with that of the compound prepared as described in Example 1.

Workup

  1. temperaturecooling
  2. washAt the end of this time, it was washed with water
  3. customthe solvent was removed by distillation under reduced pressure
  4. washeluted with ethyl acetate

Sources & evidence

ORD record
ord-8872ba5ca30d496f845facfe2b0a3dc7
Source dataset
uspto-grants-1995_10
Patent number
US05461051

Reaction notes

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