dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

Base Information

Chemical Name:dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate
CAS No.:253778-63-1
Molecular Formula:C₂₇H₂₄O₄
Molecular Weight:412.485
Hs Code.:

Synonyms:dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

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Chemical Property of dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

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Technology Process of dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

There total 6 articles about dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate 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: 95.0%

: 38633-40-8
(E)-cinnamyltriphenylphosphonium bromide

: 253778-62-0
dimethyl 6-formyl-9-methylheptalene-4,5-dicarboxylate

: 253778-63-1
dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

Guidance literature:: (E)-cinnamyltriphenylphosphonium bromide; dimethyl 6-formyl-9-methylheptalene-4,5-dicarboxylate; With sodium hydroxide; In dichloromethane; at 25 ℃; for 2h;

With iodine; In diethyl ether; hexane; at 25 ℃; for 10h;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1690::AID-HLCA1690>3.0.CO;2-D

Reference yield:

: 46030-99-3
4,7-dimethylazulene

: 253778-63-1
dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaN(SiMe₃)2 / diethyl ether; toluene / -78 - 25 °C

1.2: 44 percent / diethyl ether; toluene / 2 h / 25 °C

2.1: 22.6 percent / toluene / 30 h / 130 °C

3.1: 91 percent / HgO / BF₃*OEt₂ / tetrahydrofuran; H₂O / 1 h / 25 °C

4.1: CrCl₂ / tetrahydrofuran

5.1: Pd(OAc)2; Ag₂CO₃ / dimethylformamide

With chromium dichloride; palladium diacetate; sodium hexamethyldisilazane; silver carbonate; mercury(II) oxide; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Ring cleavage / 3.1: Hydrolysis / 4.1: iodomethylenation / 5.1: Heck reaction;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1690::AID-HLCA1690>3.0.CO;2-D

Reference yield:

: 253778-59-5
4-[bis(methylthio)methyl]-7-methylazulene

: 253778-63-1
dimethyl 9-methyl-6-[(E,E)-4-phenylbuta-1,3-dienyl]heptalene-4,5-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 22.6 percent / toluene / 30 h / 130 °C

2: 91 percent / HgO / BF₃*OEt₂ / tetrahydrofuran; H₂O / 1 h / 25 °C

3: CrCl₂ / tetrahydrofuran

4: Pd(OAc)2; Ag₂CO₃ / dimethylformamide

With chromium dichloride; palladium diacetate; silver carbonate; mercury(II) oxide; boron trifluoride diethyl etherate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 1: Ring cleavage / 2: Hydrolysis / 3: iodomethylenation / 4: Heck reaction;
DOI:10.1002/(SICI)1522-2675(19991006)82:10<1690::AID-HLCA1690>3.0.CO;2-D