3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

Base Information

Chemical Name:3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester
CAS No.:107390-44-3
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

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Chemical Property of 3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

Chemical Property:

Purity/Quality:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

There total 12 articles about 3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester 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%

: 2,6-di(3-methyl-2-butenyl)-4-trifluoromethylsulfoxyphenyl acetate

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 107390-44-3
3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; 1,3-bis-(diphenylphosphino)propane; sodium hydrogencarbonate; copper dichloride; In N,N-dimethyl-formamide; at 150 ℃; for 6h; Inert atmosphere;
DOI:10.1080/09168451.2015.1058704

Reference yield:

: 150-76-5
4-methoxy-phenol

: 107390-44-3
3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / acetone / 7.5 h / Reflux

2.1: 2,6-di-tert-butyl-4-methyl-phenol / 7.5 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 3 h / Reflux

4.1: 2,6-di-tert-butyl-4-methyl-phenol / 12 h / Heating

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 15 h / Inert atmosphere; Reflux

6.1: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C

6.2: Inert atmosphere

7.1: pyridine / dichloromethane / 4.5 h / 20 °C

8.1: Candida antarctica lipase B / isopropyl alcohol / 42 h / 50 °C / Enzymatic reaction

9.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

10.1: bis-triphenylphosphine-palladium(II) chloride; copper dichloride; 1,3-bis-(diphenylphosphino)propane; sodium hydrogencarbonate / N,N-dimethyl-formamide / 6 h / 150 °C / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; Candida antarctica lipase B; bis-triphenylphosphine-palladium(II) chloride; ammonium cerium (IV) nitrate; 2,6-di-tert-butyl-4-methyl-phenol; 1,3-bis-(diphenylphosphino)propane; sodium hydride; sodium hydrogencarbonate; potassium carbonate; copper dichloride; In dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone; acetonitrile; 2.1: |Claisen Rearrangement / 4.1: |Claisen Rearrangement;
DOI:10.1080/09168451.2015.1058704

Reference yield:

: 584-82-7
2-allyl-4-methoxyphenol

: 107390-44-3
3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 3 h / Reflux

2.1: 2,6-di-tert-butyl-4-methyl-phenol / 12 h / Heating

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 15 h / Inert atmosphere; Reflux

4.1: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C

4.2: Inert atmosphere

5.1: pyridine / dichloromethane / 4.5 h / 20 °C

6.1: Candida antarctica lipase B / isopropyl alcohol / 42 h / 50 °C / Enzymatic reaction

7.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

8.1: bis-triphenylphosphine-palladium(II) chloride; copper dichloride; 1,3-bis-(diphenylphosphino)propane; sodium hydrogencarbonate / N,N-dimethyl-formamide / 6 h / 150 °C / Inert atmosphere

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 2,6-dimethylpyridine; Candida antarctica lipase B; bis-triphenylphosphine-palladium(II) chloride; ammonium cerium (IV) nitrate; 2,6-di-tert-butyl-4-methyl-phenol; 1,3-bis-(diphenylphosphino)propane; sodium hydride; sodium hydrogencarbonate; copper dichloride; In dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 2.1: |Claisen Rearrangement;
DOI:10.1080/09168451.2015.1058704