1-Acetylcyclohexene → 2,3,4,4a,6,7,11b,12,13,13a-decahydro-9-methyl-1H-dibenzo[a,f]quinolizin-13-one

HRID 1576771Notes

Reaction equation

Cl.[CH3:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[N:8][CH2:7][CH2:6]2.[CH3:13][C:14]([C:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=1)=[O:15].Cl.C1C2C(=CC=CC=2)CCN=1.C(C(C1CCCCC=1)=O)C>>[CH3:2][C:3]1[CH:12]=[CH:11][C:10]2[CH:9]3[N:8]([CH2:7][CH2:6][C:5]=2[CH:4]=1)[CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]1[C:14](=[O:15])[CH2:13]3

Participants

Reactant 4

HCID 136121-Acetylcyclohexene

HCID 5730111-Propanone, 1-(1-cyclohexen-1-yl)-

HCID 204638553,4-Dihydroisoquinoline--hydrogen chloride (1/1)

HCID 215099103,4-Dihydro-6-methylisoquinoline hydrochloride

Product 1

HCID 215099122,3,4,4a,6,7,11b,12,13,13a-decahydro-9-methyl-1H-dibenzo[a,f]quinolizin-13-one

Procedure

when in Example 1 an appropriate amount of 3,4-dihydro-6-methylisoquinoline hydrochloride and 1-cyclohexen-1-yl methyl ketone are substituted for 3,4-dihydroisoquinoline hydrochloride and 1-cyclohexen-1-yl ethyl ketone respectively, 2,3,4,4a,6,7,11b,12,13,13a-decahydro-9-methyl-1H-dibenzo[a,f]quinolizin-13-one is obtained, M.P. 101°-121°C.

Sources & evidence

ORD record: ord-597f46fd62da4a909b34a21d56b2f554
Source dataset: uspto-grants-1976_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03983122

Reaction notes

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