4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

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Chemical Name:4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione
CAS No.:857652-10-9
Molecular Formula:C₂₅H₃₄O₄
Molecular Weight:398.543
Hs Code.:

Synonyms:4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

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Chemical Property of 4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

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Technology Process of 4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

There total 11 articles about 4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione 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: 53.0%

: 857651-78-6
2-Methyl-6-{(E)-2-methyl-4-[2-methyl-1-(3-methyl-but-2-enyl)-4,6-dioxo-cyclohexyl]-but-2-enyloxy}-benzoic acid ethyl ester

: 857652-10-9
4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 - 25 ℃; for 2h;
DOI:10.1021/ja0509984

Reference yield:

: 6555-40-4
ethyl 2-hydroxy-6-methylbenzoate

: 857652-10-9
4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 86 percent / K₂CO₃ / acetone / 14 h / 56 °C

2.1: 98 percent / aq. K₂CO₃ / methanol / 0.33 h / 25 °C

3.1: 86 percent / CBr₄; PPh₃ / acetonitrile / 2 h / 0 - 25 °C

4.1: LDA; HMPA / tetrahydrofuran / 1 h / -78 °C

4.2: 60 percent / tetrahydrofuran / 12 h / -78 - 20 °C

5.1: 92 percent / aq. HCl / tetrahydrofuran / 14 h / 25 °C

6.1: 53 percent / Dibal-H / toluene / 2 h / -78 - 25 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; carbon tetrabromide; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; acetone; toluene; acetonitrile;
DOI:10.1021/ja0509984

Reference yield:

: 2-((E)-4-Hydroxy-2-methyl-but-2-enyloxy)-6-methyl-benzoic acid ethyl ester

: 857652-10-9
4-[(E)-4-(2-Hydroxymethyl-3-methyl-phenoxy)-3-methyl-but-2-enyl]-5-methyl-4-(3-methyl-but-2-enyl)-cyclohexane-1,3-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / CBr₄; PPh₃ / acetonitrile / 2 h / 0 - 25 °C

2.1: LDA; HMPA / tetrahydrofuran / 1 h / -78 °C

2.2: 60 percent / tetrahydrofuran / 12 h / -78 - 20 °C

3.1: 92 percent / aq. HCl / tetrahydrofuran / 14 h / 25 °C

4.1: 53 percent / Dibal-H / toluene / 2 h / -78 - 25 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1021/ja0509984