(Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene

Base Information

• Chemical Name: (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene
• CAS No.: 159424-56-3
• Molecular Formula: C₂₄H₂₂O₂
• Molecular Weight: 342.437

Synonyms:(Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene

Chemical Property of (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene

Chemical Property:

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Technology Process of (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene

There total 2 articles about (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene 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: 64.0%

3-phenylbicyclo<2.2.1>hepta-2,5-diene-2-carbaldehyde (101458-74-6) + 4-(1,3-dioxolan-2-yl)benzyltriphenylphosphonium bromide → (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene (159424-56-3) + (E)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene (159424-54-1)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1055/s-1994-25611

Reference yield:

2-(4-(bromomethyl)phenyl)-1,3-dioxolane (74508-89-7) → (Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene (159424-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / toluene / 4 h / Heating

2: 36 percent / diisopropylamine, n-BuLi / tetrahydrofuran / 4 h / Ambient temperature

With n-butyllithium; diisopropylamine; In tetrahydrofuran; toluene;

DOI:10.1055/s-1994-25611

Reference yield: 67.0%

(Z)-2--3-phenylbicyclo<2.2.1>hepta-2,5-diene (159424-56-3) → (Z)-2-(p-formylstyryl)-3-phenylbicyclo<2.2.1>hepta-2,5-diene (159424-57-4)

Guidance literature:

With hydrogenchloride; In acetone; for 0.25h; Ambient temperature;

DOI:10.1055/s-1994-25611

upstream raw materials:

3-phenylbicyclo<2.2.1>hepta-2,5-diene-2-carbaldehyde

2-(4-(bromomethyl)phenyl)-1,3-dioxolane

Downstream raw materials:

(Z)-2-(p-formylstyryl)-3-phenylbicyclo<2.2.1>hepta-2,5-diene

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