(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

Base Information

Chemical Name:(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene
CAS No.:77837-63-9
Molecular Formula:C₂₂H₂₈O₂
Molecular Weight:324.463
Hs Code.:

Synonyms:(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

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Chemical Property of (1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

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Technology Process of (1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

There total 7 articles about (1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene 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%

: 77837-62-8
(1E,3E)-1-(4-carboethoxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

: 77837-63-9
(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

Guidance literature:: With potassium hydroxide; In ethanol; water; at 80 ℃; for 0.25h;
DOI:10.1021/jm00137a019

Reference yield:

: 74733-28-1
methyl 4-(bromomethyl)-2-methylbenzoate

: 77837-63-9
(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 5 steps

1: 21 percent / NaOEt, 2-nitropropane / ethanol / 1.) reflux, 2.5 h, 2.) -5 deg C, 63 h

2: 1.) n-BuLi / 1.) THF, hexane, from -20 deg C to -5 deg C, 65 min, 2.) hexane, THF, a) RT, 19 h, b) 60 deg C, 2.5 h

3: 61 percent / SeO₂ / aq. ethanol / 22 h / Heating

4: 1.) n-BuLi / 1.) THF, hexane, from -35 deg C to 0 deg C, 50 min, 2.) hexane, THF, a) from 0 deg C to RT, 2 h, b) 60 deg C, 1.5 h

5: 87 percent / KOH / ethanol; H₂O / 0.25 h / 80 °C

With potassium hydroxide; n-butyllithium; selenium(IV) oxide; 2-nitropropane; sodium ethanolate; In ethanol; water;
DOI:10.1021/jm00137a019

Reference yield:

: 23617-71-2
2,4-dimethyl-benzoic acid methyl ester

: 77837-63-9
(1E,3E)-1-(4-carboxy-3-methylphenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadiene

Guidance literature:: Multi-step reaction with 6 steps

1: 30 percent / NBS, dibenzoyl peroxide / CCl₄ / 3.5 h / Heating

2: 21 percent / NaOEt, 2-nitropropane / ethanol / 1.) reflux, 2.5 h, 2.) -5 deg C, 63 h

3: 1.) n-BuLi / 1.) THF, hexane, from -20 deg C to -5 deg C, 65 min, 2.) hexane, THF, a) RT, 19 h, b) 60 deg C, 2.5 h

4: 61 percent / SeO₂ / aq. ethanol / 22 h / Heating

5: 1.) n-BuLi / 1.) THF, hexane, from -35 deg C to 0 deg C, 50 min, 2.) hexane, THF, a) from 0 deg C to RT, 2 h, b) 60 deg C, 1.5 h

6: 87 percent / KOH / ethanol; H₂O / 0.25 h / 80 °C

With potassium hydroxide; N-Bromosuccinimide; n-butyllithium; selenium(IV) oxide; 2-nitropropane; sodium ethanolate; dibenzoyl peroxide; In tetrachloromethane; ethanol; water;
DOI:10.1021/jm00137a019