cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

Base Information

Chemical Name:cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one
CAS No.:124286-88-0
Molecular Formula:C₁₉H₂₂ClNO
Molecular Weight:315.843
Hs Code.:

cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopenta<ij>quinolizin-2(5H)-one

Synonyms:cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

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Chemical Property of cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

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Technology Process of cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

There total 12 articles about cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

: 124286-87-9
cis-(+/-)-1-(3-chlorophenyl)-3-(4'a-ethylhexahydrospiro<1,3-dioxolane-2,7'-<7H-1>pyrindin>-1'(2'H)-yl)-2-propanone

: 124286-88-0
cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

Guidance literature:: With hydrogenchloride; for 1.75h; Heating;
DOI:10.1021/jo00290a006

Reference yield:

: 19716-82-6
1-(phenylmethyl)-3-ethyl-1,4,5,6-tetrahydropyridine

: 124286-88-0
cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: 31 percent / acetonitrile / 105 °C

2: methanol / Heating

3: 65 percent / t-BuOK / toluene / 12 h / 65 °C

4: 66 percent / 20percent H₂SO₄ / 0.75 h / Heating

5: 78 percent / 2-naphthalenesulfonic acid / toluene / 15 h / Heating

6: 98 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 16 h

7: 73 percent / diisopropylethylamine / acetonitrile / 0.67 h / Heating

8: 59 percent / 1.4 N HCl / 1.75 h / Heating

With hydrogenchloride; naphthalene-2-sulfonate; sulfuric acid; potassium tert-butylate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; toluene; acetonitrile;
DOI:10.1021/jo00290a006

Reference yield:

: 124286-80-2
1,1-dimethylethyl (+/-)-6-ethyl-2-(phenylmethyl)-2-azabicyclo<4.2.0>octane-8-carboxylate

: 124286-88-0
cis-(+/-)-1-(3-chlorophenyl)-7a-ethyl-6,7,7a,8,9,9b-hexahydro-3H-cyclopentaquinolizin-2(5H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: methanol / Heating

2: 65 percent / t-BuOK / toluene / 12 h / 65 °C

3: 66 percent / 20percent H₂SO₄ / 0.75 h / Heating

4: 78 percent / 2-naphthalenesulfonic acid / toluene / 15 h / Heating

5: 98 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 16 h

6: 73 percent / diisopropylethylamine / acetonitrile / 0.67 h / Heating

7: 59 percent / 1.4 N HCl / 1.75 h / Heating

With hydrogenchloride; naphthalene-2-sulfonate; sulfuric acid; potassium tert-butylate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; toluene; acetonitrile;
DOI:10.1021/jo00290a006