3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

Base Information

Chemical Name:3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester
CAS No.:1326774-91-7
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

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Chemical Property of 3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

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Technology Process of 3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

There total 4 articles about 3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl 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: 83.0%

: 1326774-90-6
4-hydroxy-3-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester

: 1326774-91-7
3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: 4-hydroxy-3-(3'-hydroxy-3',7'-dimethyl-oct-6'-enoyl)benzoic acid methyl ester; With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

With ammonium chloride; In water; ethyl acetate;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 57009-12-8
methyl 3-acetyl-4-hydroxybenzoate

: 1326774-91-7
3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 1.17 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

1.3: -78 °C

2.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; 1.1: Aldol reaction / 1.2: Aldol reaction;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 2345-34-8
4-acetyloxy-benzoic acid

: 1326774-91-7
3-(1',3'-dihydroxy-3',7'-dimethyl-oct-6'-en-1'-yl)-4-hydroxybenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / 5 h / 155 - 160 °C

2.1: sulfuric acid / 1 h / Reflux

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 1.17 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 °C / Inert atmosphere

3.3: -78 °C

4.1: sodium tetrahydroborate / methanol / 2 h / 0 - 20 °C

With aluminum (III) chloride; sodium tetrahydroborate; sulfuric acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; 1.1: Fries rearrangement / 3.1: Aldol reaction / 3.2: Aldol reaction;
DOI:10.1016/j.tet.2011.06.015