2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone

Base Information

• Chemical Name: 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone
• CAS No.: 122221-62-9
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 122221-62-9.mol

Synonyms:

Chemical Property of 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone

There total 10 articles about 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone 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:

2-(6'-methoxycarbonylhexyl)-3-phenylethynylcyclopent-2-enone (122221-61-8) → 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone (122221-62-9)

Guidance literature:

With quinoline; hydrogen; palladium on barium sulfate; In ethanol; Ambient temperature;

Reference yield:

methyl 12-oxo-9,10-epoxyoctadecanoate (34724-40-8) → 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone (122221-62-9)

Guidance literature:

Multi-step reaction with 9 steps

1: Al₂O₃ (activity II) / CH₂Cl₂

2: 7.3 g / pyridine / 9 h / Ambient temperature

3: 90 percent / BF₃*OEt₂ / benzene / Ambient temperature

4: 2 g / H₂ / ethanol / 0.5 h / 760 Torr / Ambient temperature

5: 1) BuLi / 1) THF, petrol ether, -45 deg C, 30 min, 2a) -45 deg C, 1 h, 2b) up to 0 deg C

6: 80 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

7: 2.9 g / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 3 h / Ambient temperature

8: 40 percent / aq.KOH / dioxane / 5.5 h / 52 - 57 °C

9: 72 mg / H₂, chinoline / 5percent Pd-BaSO₄ / ethanol / Ambient temperature

With pyridine; quinoline; aluminum oxide; potassium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; pyridinium chlorochromate; palladium on barium sulfate; In 1,4-dioxane; methanol; ethanol; dichloromethane; benzene;

Reference yield:

methyl (9Z)-12-oxo-9-octadecenoate (3047-65-2) → 2-(6'-methoxycarbonylhexyl)-3-phenylethenylcyclopent-2-enone (122221-62-9)

Guidance literature:

Multi-step reaction with 10 steps

1: perbenzoic acid, NaHCO₃ / CH₂Cl₂ / 3.5 h / 22 - 26 °C

2: Al₂O₃ (activity II) / CH₂Cl₂

3: 7.3 g / pyridine / 9 h / Ambient temperature

4: 90 percent / BF₃*OEt₂ / benzene / Ambient temperature

5: 2 g / H₂ / ethanol / 0.5 h / 760 Torr / Ambient temperature

6: 1) BuLi / 1) THF, petrol ether, -45 deg C, 30 min, 2a) -45 deg C, 1 h, 2b) up to 0 deg C

7: 80 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

8: 2.9 g / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 3 h / Ambient temperature

9: 40 percent / aq.KOH / dioxane / 5.5 h / 52 - 57 °C

10: 72 mg / H₂, chinoline / 5percent Pd-BaSO₄ / ethanol / Ambient temperature

With pyridine; quinoline; aluminum oxide; potassium hydroxide; n-butyllithium; Perbenzoic acid; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; potassium carbonate; pyridinium chlorochromate; palladium on barium sulfate; In 1,4-dioxane; methanol; ethanol; dichloromethane; benzene;

upstream raw materials:

2-(6'-methoxycarbonylhexyl)-3-phenylethynylcyclopent-2-enone

methyl 12-oxo-9,10-epoxyoctadecanoate

methyl (9Z)-12-oxo-9-octadecenoate

methyl 9-hydroxy-12-oxooctadec-10(E)-enoate