(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

Base Information

Chemical Name:(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one
CAS No.:189136-39-8
Molecular Formula:C₁₈H₂₅ClO
Molecular Weight:292.849
Hs Code.:

Synonyms:(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

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Chemical Property of (3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

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Technology Process of (3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

There total 1 articles about (3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-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: 87.0%

: 593-71-5
Chloroiodomethane

: 141207-99-0
N-methoxy-N,5-dimethyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptanetrienamide

: 189136-39-8
(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

Guidance literature:: With methyllithium; In tetrahydrofuran; at -40 ℃; for 0.25h;
DOI:10.1021/jo970162m

Reference yield:

: 189136-39-8
(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

: (2E,4E,6E,8E)-3-Fluoromethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenal

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BuLi / 1.) THF, -60 deg C, 10 min, 2.) -60 deg C, 15 min

2: 1.1 g / NaI / acetone; H₂O / 6 h / Heating

3: 70 percent / KOH / methanol; H₂O / 0.17 h / 0 °C

4: 73 percent / DAST / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) DIBALH / 1.) petroleum ether, -60 deg C, 10 min, 2.) MeCN, irradiation

With potassium hydroxide; n-butyllithium; diisobutylaluminium hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; sodium iodide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo970162m

Reference yield:

: 189136-39-8
(3E,5E,7E)-1-Chloro-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-one

: (2Z,4E,6E,8E)-3-Fluoromethyl-7-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BuLi / 1.) THF, -60 deg C, 10 min, 2.) -60 deg C, 15 min

2: 1.1 g / NaI / acetone; H₂O / 6 h / Heating

3: 70 percent / KOH / methanol; H₂O / 0.17 h / 0 °C

4: 73 percent / DAST / CH₂Cl₂ / 2 h / Ambient temperature

With potassium hydroxide; n-butyllithium; 4,4'-diaminostilbene-2,2'-disulfonic acid; sodium iodide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo970162m