Acetonitrile → 6,7-dihydro-3-phenyl-4H-benzo[a]quinolizine-4-one

HRID 1109575Notes

Reaction equation

HRID 1109575 reaction equation
[OH-].[OH:2][C:3]1[N+:7]2[CH2:8][CH2:9][C:10]3[C:15]([C:6]=2S[C:4]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:14][CH:13]=[CH:12][CH:11]=3.[C:22]1(S(C=C)=O)C=CC=C[CH:23]=1.C(#N)C>C1(C)C(C)=CC=CC=1>[C:16]1([C:4]2[C:3](=[O:2])[N:7]3[C:6](=[CH:22][CH:23]=2)[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:9][CH2:8]3)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 88544Phenyl vinyl sulphoxideHCID 190204015,6-Dihydro-3-hydroxy-2-phenylthiazolo-[2,3-a]isoquinolinium hydroxide

Product 1

HCID 147701646,7-dihydro-3-phenyl-4H-benzo[a]quinolizine-4-one

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

be) from 5,6-dihydro-3-hydroxy-2-phenylthiazolo[2.3-a]isoquinolinium hydroxide (internal salt) and phenylvinyl sulfoxide in xylene there was obtained 6,7-dihydro-3-phenyl-4H-benzo[a]quinolizine-4-one of m.p. 139.5°-140.5° (from acetonitrile);

Sources & evidence

ORD record
ord-379a029d7bbd4225bc95172557168836
Source dataset
uspto-grants-1994_06
Patent number
US05321021

Reaction notes

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