Benzoic acid, 4-[2-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)cyclopropyl]-, ethyl ester

Base Information

Chemical Name:Benzoic acid, 4-[2-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)cyclopropyl]-, ethyl ester
CAS No.:91587-06-3
Molecular Formula:C23H24O2
Molecular Weight:332.442
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid, 4-[2-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)cyclopropyl]-, ethyl ester

Chemical Property:

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Technology Process of Benzoic acid, 4-[2-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)cyclopropyl]-, ethyl ester

There total 18 articles about Benzoic acid, 4-[2-(1,2,3,4-tetrahydro-1,4-methanonaphthalen-6-yl)cyclopropyl]-, ethyl 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:

: 4453-90-1
1,4-dihydro-1,4-methanonaphthalene

: 91587-06-3
cis-1-(4-carbethoxyphenyl)-2-(1,4-methano-1,2,3,4-tetrahydro-6-naphthyl)cyclopropane

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / H₂ / 5percent Pd/C / ethanol / 20 h / 760 Torr / Ambient temperature

2: 91 percent / AlCl₃ / 1,2-dichloro-ethane / 1 h / Ambient temperature

3: 94 percent / aq. NaOBr / dioxane / 0.5 h / 60 - 65 °C

4: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

5: 80 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 0 °C

6: 1.) n-BuLi / 1.) THF, hexane, -20 to -5 deg C, 2.) THF, hexane, a) RT, 2 h, b) 60 deg C, 1 h

7: 150 °C

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hypobromide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm00377a022

Reference yield:

: 4453-90-1
1,4-dihydro-1,4-methanonaphthalene

: 91587-06-3
trans-1-(4-carbethoxyphenyl)-2-(1,4-methano-1,2,3,4-tetrahydro-6-naphthyl)cyclopropane

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / H₂ / 5percent Pd/C / ethanol / 20 h / 760 Torr / Ambient temperature

2: 91 percent / AlCl₃ / 1,2-dichloro-ethane / 1 h / Ambient temperature

3: 94 percent / aq. NaOBr / dioxane / 0.5 h / 60 - 65 °C

4: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

5: 80 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 0 °C

6: 1.) n-BuLi / 1.) THF, hexane, -20 to -5 deg C, 2.) THF, hexane, a) RT, 2 h, b) 60 deg C, 1 h

7: 150 °C

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hypobromide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm00377a022

Reference yield:

: 4486-29-7
benzonorbornene

: 91587-06-3
cis-1-(4-carbethoxyphenyl)-2-(1,4-methano-1,2,3,4-tetrahydro-6-naphthyl)cyclopropane

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / AlCl₃ / 1,2-dichloro-ethane / 1 h / Ambient temperature

2: 94 percent / aq. NaOBr / dioxane / 0.5 h / 60 - 65 °C

3: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

4: 80 percent / CrO₃, pyridine / CH₂Cl₂ / 0.33 h / 0 °C

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

6: 150 °C

With pyridine; chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; sodium hypobromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm00377a022