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

Base Information

Chemical Name:(E)-1-(4-carboxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene
CAS No.:86238-76-8
Molecular Formula:C₂₁H₂₅FO₂
Molecular Weight:328.427
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 7 articles about (E)-1-(4-carboxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)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: 78.0%

: 86238-75-7
(E)-1-(4-carbethoxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene

: 86238-76-8
(E)-1-(4-carboxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene

Guidance literature:: With potassium hydroxide; In ethanol; water; for 0.5h; Heating;
DOI:10.1021/jm00363a013

Reference yield:

: 350-28-7
3-fluoro-4-methyl-benzoic acid

: 86238-76-8
(E)-1-(4-carboxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / H₂SO₄ / toluene / 4.5 h / Heating

2: 74 percent / N-bromosuccinimde (NBS), dibenzoyl peroxide / CCl₄ / 14 h / Heating

3: 82 percent / 1.33 h / 150 - 205 °C

4: 1.) LDA / 1.) Et₂O, hexane, THF, 30 min, 2.) Et₂O, hexane, THF, RT, 65 min

5: 63 percent / H₂O, SeO₂ / dioxane / 3.25 h / Heating

6: 1.) n-BuLi / 1.) THF, hexane, from -25 deg C to 0 deg C, 45 min, 2.) THF, hexane, from 0 deg C to RT, 1.5 h

7: 78 percent / 85percent KOH / ethanol; H₂O / 0.5 h / Heating

With potassium hydroxide; N-Bromosuccinimide; n-butyllithium; selenium(IV) oxide; sulfuric acid; water; lithium diisopropyl amide; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; ethanol; water; toluene;
DOI:10.1021/jm00363a013

Reference yield:

: 86239-00-1
ethyl 3-fluoro-4-methylbenzoate

: 86238-76-8
(E)-1-(4-carboxy-2-fluorophenyl)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)butadiene

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / N-bromosuccinimde (NBS), dibenzoyl peroxide / CCl₄ / 14 h / Heating

2: 82 percent / 1.33 h / 150 - 205 °C

3: 1.) LDA / 1.) Et₂O, hexane, THF, 30 min, 2.) Et₂O, hexane, THF, RT, 65 min

4: 63 percent / H₂O, SeO₂ / dioxane / 3.25 h / Heating

5: 1.) n-BuLi / 1.) THF, hexane, from -25 deg C to 0 deg C, 45 min, 2.) THF, hexane, from 0 deg C to RT, 1.5 h

6: 78 percent / 85percent KOH / ethanol; H₂O / 0.5 h / Heating

With potassium hydroxide; N-Bromosuccinimide; n-butyllithium; selenium(IV) oxide; water; lithium diisopropyl amide; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; ethanol; water;
DOI:10.1021/jm00363a013