1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone

Base Information

• Chemical Name: 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone
• CAS No.: 96700-94-6
• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.44

Synonyms:1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone

Chemical Property of 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone

Chemical Property:

Purity/Quality:

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Technology Process of 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone

There total 3 articles about 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone 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: 56.0%

4-((E)-3,7-Dimethyl-octa-2,6-dienyl)-3,5-dimethoxy-phenol (96700-93-5) + acetyl chloride (75-36-5) → 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone (96700-94-6)

Guidance literature:

With aluminium trichloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(00)61859-2

Reference yield:

trans-geranyl bromide (6138-90-5) → 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone (96700-94-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / CuBr-Me₂S / toluene / Ambient temperature

2: 100 percent / (C₄H₉)4NF / tetrahydrofuran; H₂O / 0 °C

3: 56 percent / AlCl₃, N,N-diisopropylethylamine / diethyl ether / 0 °C

With aluminium trichloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; CuBr-Me₂S; In tetrahydrofuran; diethyl ether; water; toluene;

DOI:10.1016/S0040-4039(00)61859-2

Reference yield:

t-butyldimethylsiloxy-3,5-dimethoxybenzene-4-geranyl (96700-92-4) → 1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-ethanone (96700-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / (C₄H₉)4NF / tetrahydrofuran; H₂O / 0 °C

2: 56 percent / AlCl₃, N,N-diisopropylethylamine / diethyl ether / 0 °C

With aluminium trichloride; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; water;

DOI:10.1016/S0040-4039(00)61859-2

upstream raw materials:

4-((E)-3,7-Dimethyl-octa-2,6-dienyl)-3,5-dimethoxy-phenol

acetyl chloride

trans-geranyl bromide

t-butyldimethylsiloxy-3,5-dimethoxybenzene-4-geranyl

Downstream raw materials:

1-[3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-6-hydroxy-2,4-dimethoxy-phenyl]-3-hydroxy-3-(4-methoxy-phenyl)-propan-1-one

6-((E)-3,7-Dimethyl-octa-2,6-dienyl)-5,7-dimethoxy-2-(4-methoxy-phenyl)-chroman-4-one

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