Ethanol → Ethyl 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-1-propanoate

HRID 1277641Notes

Reaction equation

HRID 1277641 reaction equation
[CH:1]1[CH2:2][CH2:3][CH2:4][N:5]2[C:10]=1[C:9]1[NH:11][C:12]3[C:17]([C:8]=1[CH2:7][CH2:6]2)=[CH:16][CH:15]=[CH:14][CH:13]=3.C(O)C.[C:21]([O:25][CH2:26][CH3:27])(=[O:24])[CH:22]=[CH2:23]>ClCCl>[CH2:26]([O:25][C:21]([CH2:22][CH2:23][CH:1]1[CH:10]2[N:5]([CH2:6][CH2:7][C:8]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[NH:11][C:9]=32)[CH2:4][CH2:3][CH2:2]1)=[O:24])[CH3:27]

Participants

5

Reactant 3

HCID 702EthanolHCID 8821Ethyl AcrylateHCID 10944108Indolo[2,3-a]quinolizine, 2,3,4,6,7,12-hexahydro-

Product 1

HCID 12763761Ethyl 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-1-propanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.2 g (10 mmoles) of 2,3,4,6,7,12-hexahydro-indolo[2,3-a]quinolizine are dissolved in 100 ml of dichloromethane, 0.5 ml of ethanol and 2.3 g (25 mmoles) of ethyl acrylate are added to the solution, and the mixture is allowed to stand at room temperature for 2 days under argon atmosphere. The solvent is evaporated in vacuo, the residue is triturated with 3×3 ml of petroleum ether, the liquid is decanted, and the solid is dried.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customthe residue is triturated with 3×3 ml of petroleum ether
  3. customthe liquid is decanted
  4. customthe solid is dried

Sources & evidence

ORD record
ord-1a9ec15f1e5649ff8ab4001d107411c5
Source dataset
uspto-grants-1981_07
Patent number
US04278682

Reaction notes

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