(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

Base Information

Chemical Name:(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester
CAS No.:81121-49-5
Molecular Formula:C₂₂H₃₂O₃
Molecular Weight:344.494
Hs Code.:

Synonyms:(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

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Chemical Property of (2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

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Technology Process of (2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

There total 20 articles about (2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester 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: 81.0%

: 62054-49-3
ethyl (E)-3-formyl-2-butenoate

: 81121-47-3
[(2E,4E)-5-(2-Acetoxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

: 81121-49-5,81176-72-9
(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

: 81121-48-4
(2E,4Z,6E,8E)-9-(2-Acetoxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

: 81176-71-8
ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 0 - 5 ℃; for 0.166667h;
DOI:10.1021/jo00348a043

Reference yield:

: 65519-73-5
6-isopropoxymethylene-2,2-dimethyl-cyclohexanone

: 81121-49-5
(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -65 - 0 deg C, 2.) -65 deg C up to room temp., 1 h

2: 1 N H₂SO₄ / acetone / 0.5 h

3: LiAlH₄ / diethyl ether / 3 h / Ambient temperature

4: pyridine / diethyl ether / 2 h / Ambient temperature

5: 99 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: sodium methoxide / CH₂Cl₂; methanol / 0.17 h / 0 - 5 °C

7: triethylamine / bis(benzonitrile)palladium dichloride / acetonitrile / 1 h / Ambient temperature

8: 13.4 g / potassium hydroxide / methanol; H₂O / 0.17 h / Ambient temperature

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium methylate; triethylamine; bis(benzonitrile)palladium(II) dichloride; In methanol; diethyl ether; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo00348a043

Reference yield:

: 76337-17-2
2-formyl-6,6-dimethylcyclohexanone

: 81121-49-5
(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / potassium carbonate / acetone / 6 h / Heating

2: 1.) n-butyllithium / 1.) THF, hexane, -65 - 0 deg C, 2.) -65 deg C up to room temp., 1 h

3: 1 N H₂SO₄ / acetone / 0.5 h

4: LiAlH₄ / diethyl ether / 3 h / Ambient temperature

5: pyridine / diethyl ether / 2 h / Ambient temperature

6: 99 percent / CH₂Cl₂ / 1 h / Ambient temperature

7: sodium methoxide / CH₂Cl₂; methanol / 0.17 h / 0 - 5 °C

8: triethylamine / bis(benzonitrile)palladium dichloride / acetonitrile / 1 h / Ambient temperature

9: 13.4 g / potassium hydroxide / methanol; H₂O / 0.17 h / Ambient temperature

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium methylate; potassium carbonate; triethylamine; bis(benzonitrile)palladium(II) dichloride; In methanol; diethyl ether; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/jo00348a043