acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

Base Information

Chemical Name:acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester
CAS No.:290362-02-6
Molecular Formula:C₂₁H₂₀O₅
Molecular Weight:352.387
Hs Code.:

Synonyms:acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

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Technology Process of acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

There total 8 articles about acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl 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: 87.0%

: 290362-01-5
acetic acid 1-(4-acetoxy-2-hydroxy-phenyl)-3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl ester

: 290362-02-6
acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

Guidance literature:: With formic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; Heating;
DOI:10.1016/S0040-4039(00)00604-3

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 290362-02-6
acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: n-BuLi / tetrahydrofuran / -78 °C

2: Et₃N; DMAP / CH₂Cl₂

3: 69 percent / Et₃SiH; TFA / CH₂Cl₂ / -20 °C

4: 86 percent / n-BuLi / tetrahydrofuran / -40 °C

5: 89 percent / CuCN; LiCl / tetrahydrofuran / -40 °C

6: 76 percent / TiCl₄; CH₃CN / CH₂Cl₂ / -78 °C

7: 87 percent / HCOOH; Et₃N / PdCl₂(PPh₃)2 / dioxane / Heating

With triethylsilane; dmap; n-butyllithium; formic acid; titanium tetrachloride; triethylamine; acetonitrile; trifluoroacetic acid; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1: Addition / 2: Acetylation / 3: Reduction / 4: Tosylation / 5: Addition / 6: Addition / 7: Reduction;
DOI:10.1016/S0040-4039(00)00604-3

Reference yield:

: 41777-08-6
2,4-diacetoxybenzaldehyde

: 290362-02-6
acetic acid 4-(3-benzo[1,3]dioxol-5-ylmethyl-2-methylene-but-3-enyl)-3-hydroxy-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / TiCl₄; CH₃CN / CH₂Cl₂ / -78 °C

2: 87 percent / HCOOH; Et₃N / PdCl₂(PPh₃)2 / dioxane / Heating

With formic acid; titanium tetrachloride; triethylamine; acetonitrile; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; dichloromethane; 1: Addition / 2: Reduction;
DOI:10.1016/S0040-4039(00)00604-3