Ethyl Acrylate → HCID 19004071, compound

HRID 2225369Notes

Reaction equation

HRID 2225369 reaction equation
[N:1]1([C:7]2[C:8]3[CH:21]=[CH:20][CH:19]=[CH:18][C:9]=3[CH2:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:22]([O:26][CH2:27][CH3:28])(=[O:25])[CH:23]=[CH2:24]>C(O)C>[CH:17]1[C:11]2[CH2:10][C:9]3[CH:18]=[CH:19][CH:20]=[CH:21][C:8]=3[C:7]([N:1]3[CH2:2][CH2:3][N:4]([CH2:24][CH2:23][C:22]([O:26][CH2:27][CH3:28])=[O:25])[CH2:5][CH2:6]3)=[N:13][C:12]=2[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 1512464-(11H-Dibenz(b,e)azepin-6-yl)piperazine

Product 1

HCID 19004071HCID 19004071, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.77 g of 6-(1-piperazinyl)-11H-dibenz[b,e]azepine and 1.20 g of ethyl acrylate in 14 ml of ethanol was refluxed for 2 hrs. The reaction mixture was concentrated and the residue was chromatographed on silica gel using a mixture of n-hexane and ethyl acetate (1:1) as an eluent to give 3.25 g of colorless crystals, which were recrystallized from isopropyl ether to give colorless prisms, mp 133°-134° C.

Workup

  1. temperaturewas refluxed for 2 hrs
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was chromatographed on silica gel using
  4. additiona mixture of n-hexane and ethyl acetate (1:1) as an eluent

Sources & evidence

ORD record
ord-99c996a3e98f40179e0ccf75ce2c18c8
Source dataset
uspto-grants-1994_09
Patent number
US05344828

Reaction notes

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