ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

Base Information

Chemical Name:ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate
CAS No.:146965-67-5
Molecular Formula:C₂₅H₃₀O₃
Molecular Weight:378.511
Hs Code.:

Synonyms:ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

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Chemical Property of ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

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Technology Process of ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

There total 8 articles about ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate 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: 76.0%

: 146966-20-3
ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-<(tert-butyldimethylsilyl)oxy>phenyl>propenyl>benzoate

: 146965-67-5
ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h; Ambient temperature;
DOI:10.1021/jm00026a006

Reference yield:

: 106-41-2
4-bromo-phenol

: 146965-67-5
ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 41 percent / conc. H₂SO₄ / CH₂Cl₂ / 96 h / Heating

2: 85 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / dimethylformamide / 4 h / Ambient temperature

3: 1.) Mg, I₂ / 1.) THF, 40 deg C, 30 min, 2.) THF, -70 deg C, 1 h

4: 76 percent / diethyl ether / -20 - 20 °C

5: 1.) NaH, 15-crown-5 / 1.) THF, RT, night, 2.) THF, irrdiation, 48 h

6: 76 percent / TBAF / tetrahydrofuran / 1.5 h / Ambient temperature

With dmap; 15-crown-5; sulfuric acid; tetrabutyl ammonium fluoride; iodine; sodium hydride; magnesium; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00026a006

Reference yield:

: 590-67-0
1-Methylcyclohexanol

: 146965-67-5
ethyl 4-<(E)-2-<3-(1-methylcyclohexyl)-4-hydroxyphenyl>propenyl>benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 41 percent / conc. H₂SO₄ / CH₂Cl₂ / 96 h / Heating

2: 85 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / dimethylformamide / 4 h / Ambient temperature

3: 1.) Mg, I₂ / 1.) THF, 40 deg C, 30 min, 2.) THF, -70 deg C, 1 h

4: 76 percent / diethyl ether / -20 - 20 °C

5: 1.) NaH, 15-crown-5 / 1.) THF, RT, night, 2.) THF, irrdiation, 48 h

6: 76 percent / TBAF / tetrahydrofuran / 1.5 h / Ambient temperature

With dmap; 15-crown-5; sulfuric acid; tetrabutyl ammonium fluoride; iodine; sodium hydride; magnesium; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00026a006