HCID 21283662, compound → HCID 70055909, compound

HRID 2232323Notes

Reaction equation

HRID 2232323 reaction equation
[CH3:1][C:2]1[N:3]([CH2:24][CH2:25][C:26]2[CH:30]=[CH:29][O:28][CH:27]=2)[C:4]([CH3:23])=[C:5]([C:19]([O:21][CH3:22])=[O:20])[CH:6]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9]>[Ti](Cl)(Cl)(Cl)Cl>[CH3:1][C:2]1[N:3]2[C:4]([CH3:23])([CH:5]([C:19]([O:21][CH3:22])=[O:20])[CH:6]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[C:7]=1[C:8]([O:10][CH3:11])=[O:9])[C:27]1[O:28][CH:29]=[CH:30][C:26]=1[CH2:25][CH2:24]2

Participants

3

Reactant 1

HCID 21283662HCID 21283662, compound

Product 1

HCID 70055909HCID 70055909, compound

Reagents, catalysts & solvents 1

HCID 24193Titanium TetrachlorideCatalyst

Procedure

To a solution of 1 millimole of the dimethyl 2,6-dimethyl-4-(4-methylphenyl)-1-[2-(3-furanyl)ethyl]-1,4-dihydropyridine-3,5-dicarboxylate intermediate thus prepared is added under an atmosphere of nitrogen, 3 millimoles of titanium tetrachloride and the mixture stirred overnight at room temperature to obtain the desired dimethyl 4,9,10,10a-tetrahydro-7,10a-dimethyl-9-(4-methylphenyl)-5H-furano[2,3-a]quinolizine-8,10-dicarboxylate product in the reaction mixture. Thereafter, the mixture is diluted with 25 milliliters of chloroform and 25 milliliters of water and the product recovered therefrom in a manner similar to that previously described.

Workup

  1. additionis added under an atmosphere of nitrogen

Sources & evidence

ORD record
ord-7358da01bf894707842ad71acf40c934
Source dataset
uspto-grants-1988_11
Patent number
US04788203

Reaction notes

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