(3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid

Base Information

• Chemical Name: (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid
• CAS No.: 140361-38-2
• Molecular Formula: Br*C₄₇H₄₄P
• Molecular Weight: 719.744
• Mol file: 140361-38-2.mol

Synonyms:

Chemical Property of (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid

There total 10 articles about (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid 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:

(E)-3-[4-((1E,3E)-4-Anthracen-9-yl-buta-1,3-dienyl)-bicyclo[2.2.2]oct-1-yl]-propenal (129683-19-8) → (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid (140361-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / NaBH₄ / 1,2-dichloro-ethane; methanol / Ambient temperature

2: PBr₃ / CH₂Cl₂ / 3 h / Ambient temperature

3: toluene / 2 h / Heating

With sodium tetrahydroborate; phosphorus tribromide; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene;

Reference yield:

Bicyclo<2.2.2>octane-1,4-dicarboxaldehyde (84774-84-5) → (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid (140361-38-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 59 percent / NaOEt / ethanol / 18 h / 60 °C

2: 38 percent / diisobutylaluminum hydride (DIBAL) / tetrahydrofuran / 20 h / -78 °C

3: 51 percent / MnO₂ / CH₂Cl₂ / 8 h / Ambient temperature

4: 80 percent / CH(OCH₃)3, p-TsOH / hexane / 0.5 h

5: 35 percent / CF₃COOH / methanol; H₂O / 0.5 h

6: 1.) BuLi / 1.) diethylether, hexane, r.t., 2.) diethylether, 20 h, r.t.

7: 93 percent / CF₃COOH / CH₂Cl₂; aq. ethanol

8: 96 percent / NaBH₄ / 1,2-dichloro-ethane; methanol / Ambient temperature

9: PBr₃ / CH₂Cl₂ / 3 h / Ambient temperature

10: toluene / 2 h / Heating

With manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; sodium ethanolate; phosphorus tribromide; diisobutylaluminium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; toluene;

Reference yield:

1,4-Bis<2-formylethen-1-yl>bicyclo<2.2.2>octan (140361-36-0) → (3-<4-<4-(9-Anthryl)-1,3-butadien-1-yl>bicyclo<2.2.2>oct-1-yl>-2-propen-1-yl)triphenylphosphoniumbromid (140361-38-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / CH(OCH₃)3, p-TsOH / hexane / 0.5 h

2: 35 percent / CF₃COOH / methanol; H₂O / 0.5 h

3: 1.) BuLi / 1.) diethylether, hexane, r.t., 2.) diethylether, 20 h, r.t.

4: 93 percent / CF₃COOH / CH₂Cl₂; aq. ethanol

5: 96 percent / NaBH₄ / 1,2-dichloro-ethane; methanol / Ambient temperature

6: PBr₃ / CH₂Cl₂ / 3 h / Ambient temperature

7: toluene / 2 h / Heating

With sodium tetrahydroborate; n-butyllithium; phosphorus tribromide; toluene-4-sulfonic acid; trifluoroacetic acid; trimethyl orthoformate; In methanol; ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; toluene;

upstream raw materials:

triphenylphosphine

(E)-3-[4-((1E,3E)-4-Anthracen-9-yl-buta-1,3-dienyl)-bicyclo[2.2.2]oct-1-yl]-propenal

Bicyclo<2.2.2>octane-1,4-dicarboxaldehyde

1,4-Bis<2-formylethen-1-yl>bicyclo<2.2.2>octan

Downstream raw materials:

(E)-4-<4-(9-Anthryl)-1,3-butadien-1-yl>-1-<5,10-dimethyl-12-<2-(5,10,15,20-tetraphenyl-21H,23H-porphyrinyl)>-1,3,5,7,9,11-dodecahexaen-1-yl>bicyclo<2.2.2>octan

(E)-4-<4-(9-Anthryl)-1,3-butadien-1-yl>-1-<5-methyl-8-<2-(5,10,15,20-tetraphenyl-21H,23H-porphyrinyl)>-1,3,5,7-octatetraen-1-yl>bicyclo<2.2.2>octan