dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

Base Information

Chemical Name:dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate
CAS No.:73252-69-4
Molecular Formula:C₂₄H₂₆O₁₀
Molecular Weight:474.464
Hs Code.:

Synonyms:

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Chemical Property of dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

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Technology Process of dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

There total 26 articles about dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate 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:

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

: 73252-69-4,109745-65-5
dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

Guidance literature:: Multi-step reaction with 11 steps

1: 54 percent / Br₂ / acetic acid / 18 h

2: 87 percent / p-toluenesulfonic acid / benzene / 4 h / Heating

3: 1.) Mg, 1,2-dichloroethane / 1.) THF, heat, 1 h, 2.) THF, heat

4: 3N HCl / tetrahydrofuran / 2.5 h / -5 °C

5: tetrahydrofuran; diethyl ether / 1 h / -78 °C

6: NaH / tetrahydrofuran / 18 h / Ambient temperature

7: 1.) NaHSO₄*H₂O, 2.) LiAlH₄ / 1.) THF, water, 48 h r.t., 2.) THF, 0 deg C

8: 73 percent / NBS, triphenylphosphine / CH₂Cl₂ / 1.5 h / 0 °C

9: 61 percent / NaOMe / methanol / 1 h

10: 1.) (Ph₃P)3RhCl, 2.) HgCl₂, HgO / 1.) diazabicyclo(2.2.2)acetone / 1.) aq. ethanol, 3 h, 2.) aq. acetone, aq. ethanol, 18 h, r.t.

11: sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; sodium hydrogen sulfate; N-Bromosuccinimide; Wilkinson's catalyst; lithium aluminium tetrahydride; bromine; sodium methylate; sodium acetate; sodium hydride; toluene-4-sulfonic acid; magnesium; 1,2-dichloro-ethane; triphenylphosphine; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; diazabicyclo(2.2.2)acetone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; benzene;
DOI:10.1021/ja00252a022

Reference yield:

: 86449-40-3
1-<1-(2-bromo-4,5-methylenedioxyphenyl)>-1,3-dioxane

: 73252-69-4,109745-65-5
dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) Mg, 1,2-dichloroethane / 1.) THF, heat, 1 h, 2.) THF, heat

2: 3N HCl / tetrahydrofuran / 2.5 h / -5 °C

3: tetrahydrofuran; diethyl ether / 1 h / -78 °C

4: NaH / tetrahydrofuran / 18 h / Ambient temperature

5: 1.) NaHSO₄*H₂O, 2.) LiAlH₄ / 1.) THF, water, 48 h r.t., 2.) THF, 0 deg C

6: 73 percent / NBS, triphenylphosphine / CH₂Cl₂ / 1.5 h / 0 °C

7: 61 percent / NaOMe / methanol / 1 h

8: 1.) (Ph₃P)3RhCl, 2.) HgCl₂, HgO / 1.) diazabicyclo(2.2.2)acetone / 1.) aq. ethanol, 3 h, 2.) aq. acetone, aq. ethanol, 18 h, r.t.

9: sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; sodium hydrogen sulfate; N-Bromosuccinimide; Wilkinson's catalyst; lithium aluminium tetrahydride; sodium methylate; sodium acetate; sodium hydride; magnesium; 1,2-dichloro-ethane; triphenylphosphine; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; diazabicyclo(2.2.2)acetone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00252a022

Reference yield:

: 72023-44-0
2,3,4,5-tetramethoxybenzoic acid

: 73252-69-4,109745-65-5
dimethyl 2-<1'-(2'-acetyl-4',5'-methylenedioxyphenyl)>-3,4,5-trimethoxybenzylmalonate

Guidance literature:: Multi-step reaction with 13 steps

1: oxalyl chloride / CH₂Cl₂ / Ambient temperature

2: 30percent NH₄OH / diethyl ether

3: 1,2-dichloro-ethane / 24 h / Ambient temperature

4: 1,2-dichloro-ethane / 48 h / Heating

5: 1.) Mg, 1,2-dichloroethane / 1.) THF, heat, 1 h, 2.) THF, heat

6: 3N HCl / tetrahydrofuran / 2.5 h / -5 °C

7: tetrahydrofuran; diethyl ether / 1 h / -78 °C

8: NaH / tetrahydrofuran / 18 h / Ambient temperature

9: 1.) NaHSO₄*H₂O, 2.) LiAlH₄ / 1.) THF, water, 48 h r.t., 2.) THF, 0 deg C

10: 73 percent / NBS, triphenylphosphine / CH₂Cl₂ / 1.5 h / 0 °C

11: 61 percent / NaOMe / methanol / 1 h

12: 1.) (Ph₃P)3RhCl, 2.) HgCl₂, HgO / 1.) diazabicyclo(2.2.2)acetone / 1.) aq. ethanol, 3 h, 2.) aq. acetone, aq. ethanol, 18 h, r.t.

13: sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; ammonium hydroxide; sodium hydrogen sulfate; N-Bromosuccinimide; Wilkinson's catalyst; lithium aluminium tetrahydride; oxalyl dichloride; sodium methylate; sodium acetate; sodium hydride; magnesium; 1,2-dichloro-ethane; triphenylphosphine; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; diazabicyclo(2.2.2)acetone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja00252a022