1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

Base Information

Chemical Name:1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene
CAS No.:944382-77-8
Molecular Formula:C₁₅H₁₉ClO₂
Molecular Weight:266.768
Hs Code.:

Synonyms:1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

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Chemical Property of 1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

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Technology Process of 1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

There total 9 articles about 1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene 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%

: 944382-76-7
1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-hydroxy-ethan-1'''-yl)cyclohex-6-ene

: 944382-77-8
1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1039/b703373g

Reference yield:

: 944382-60-9
2-(2'-tert-butyldimethylsilyloxy-ethan-1'-yl)-cyclohex-6-en-1-yl-trifluoromethanesulphonate

: 944382-77-8
1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

Guidance literature:: Multi-step reaction with 7 steps

1: (bis)-triphenylphosphine palladium (II) chloride / tetrahydrofuran; pentane / 5 h / Heating

2: 6.1 g / pyridinium p-toluenesulfonate / methanol / 48 h / 20 °C

3: 96 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 6 h / 0 °C

4: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

5: 94 percent / N-chlorosuccinimide; triphenylphosphine; potassium carbonate / CH₂Cl₂ / 0.5 h / 0 °C

6: 94 percent / potassium carbonate / methanol / 16 h / 20 °C

7: 76 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; N-chloro-succinimide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; Dess-Martin periodane; triethylamine; triphenylphosphine; (bis)-triphenylphosphine palladium (II) chloride; In tetrahydrofuran; methanol; dichloromethane; pentane; 1: Stille coupling reaction;
DOI:10.1039/b703373g

Reference yield:

: 145386-47-6
2-(2'-tert-butyldimethylsilyloxy-ethan-1'-yl)-cyclohexan-1-one

: 944382-77-8
1-[5'-(3''-chloro-propan-1''-yl)-2'-furanyl]-2'-(2'''-oxo-ethan-1'''-yl)cyclohex-6-ene

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 2 h / -78 - 20 °C

1.2: 99 percent / tetrahydrofuran / 3 h / -78 - 0 °C

2.1: (bis)-triphenylphosphine palladium (II) chloride / tetrahydrofuran; pentane / 5 h / Heating

3.1: 6.1 g / pyridinium p-toluenesulfonate / methanol / 48 h / 20 °C

4.1: 96 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 6 h / 0 °C

5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

6.1: 94 percent / N-chlorosuccinimide; triphenylphosphine; potassium carbonate / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 94 percent / potassium carbonate / methanol / 16 h / 20 °C

8.1: 76 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; N-chloro-succinimide; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; Dess-Martin periodane; triethylamine; diisopropylamine; triphenylphosphine; (bis)-triphenylphosphine palladium (II) chloride; In tetrahydrofuran; methanol; dichloromethane; pentane; 2.1: Stille coupling reaction;
DOI:10.1039/b703373g