{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

Base Information

Chemical Name:{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone
CAS No.:862387-15-3
Molecular Formula:C₂₄H₂₆O₂
Molecular Weight:346.469
Hs Code.:

Synonyms:{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

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Chemical Property of {4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

Chemical Property:

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Technology Process of {4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

There total 11 articles about {4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone 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: 85.0%

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 20912-50-9
4-benzoylbenzaldehyde

: 862387-15-3
{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

Guidance literature:: 1,2,3,4,5-pentamethylcyclopentadiene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

4-benzoylbenzaldehyde; In tetrahydrofuran; hexane; at -20 ℃; for 1h;
DOI:10.1016/j.tetlet.2005.05.094

Reference yield:

: 4045-44-7
1,2,3,4,5-pentamethylcyclopentadiene

: 862387-15-3
{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

Guidance literature:: Multi-step reaction with 17 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

1.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

1.3: 94 percent / hexane; tetrahydrofuran / 1 h / -20 °C

2.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

3.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

3.3: 82 percent / hexane; tetrahydrofuran / 1 h / -20 °C

4.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 36 h / 110 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

5.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

5.3: 92 percent / hexane; tetrahydrofuran / 1 h / -20 °C

6.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

7.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

7.3: 93 percent / hexane; tetrahydrofuran / 1 h / -20 °C

8.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

9.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

9.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

9.3: 89 percent / hexane; tetrahydrofuran / 1 h / -20 °C

10.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 24 h / 110 °C

11.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

11.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

11.3: 97 percent / hexane; tetrahydrofuran / 1 h / -20 °C

12.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 24 h / 110 °C

13.1: n-butyllithium / hexane; tetrahydrofuran / cooling

13.2: hexane; tetrahydrofuran / -20 °C

13.3: tetrahydrofuran; hexane; diethyl ether / -20 °C

14.1: trichloroacetic acid / CH₂Cl₂ / 0.75 h / 25 - 30 °C

15.1: trichloroacetic acid / CH₂Cl₂ / 0.5 h / 25 - 30 °C

16.1: n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C

16.2: 85 percent / tetrahydrofuran; hexane / 1 h / -20 °C

With n-butyllithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichloroacetic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2006.01.097

Reference yield:

: 874964-00-8
1-(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)-3-phenyl-1-propanol

: 862387-15-3
{4-[(hydroxy)(1,2,3,4,5-pentamethyl-2,4-cyclopentadienyl)methyl]phenyl}(phenyl)methanone

Guidance literature:: Multi-step reaction with 16 steps

1.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

2.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

2.3: 82 percent / hexane; tetrahydrofuran / 1 h / -20 °C

3.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 36 h / 110 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

4.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

4.3: 92 percent / hexane; tetrahydrofuran / 1 h / -20 °C

5.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

6.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

6.3: 93 percent / hexane; tetrahydrofuran / 1 h / -20 °C

7.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 12 h / 110 °C

8.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

8.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

8.3: 89 percent / hexane; tetrahydrofuran / 1 h / -20 °C

9.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 24 h / 110 °C

10.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -20 °C

10.2: chlorodimethylaluminum / hexane; tetrahydrofuran / 0.5 h / -20 °C

10.3: 97 percent / hexane; tetrahydrofuran / 1 h / -20 °C

11.1: 2,3-dichloro-5,6-dicyanobenzoquinone / toluene / 24 h / 110 °C

12.1: n-butyllithium / hexane; tetrahydrofuran / cooling

12.2: hexane; tetrahydrofuran / -20 °C

12.3: tetrahydrofuran; hexane; diethyl ether / -20 °C

13.1: trichloroacetic acid / CH₂Cl₂ / 0.75 h / 25 - 30 °C

14.1: trichloroacetic acid / CH₂Cl₂ / 0.5 h / 25 - 30 °C

15.1: n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C

15.2: 85 percent / tetrahydrofuran; hexane / 1 h / -20 °C

With n-butyllithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichloroacetic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2006.01.097