2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

Base Information

Chemical Name:2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester
CAS No.:688762-45-0
Molecular Formula:C₂₃H₃₄O₆
Molecular Weight:406.519
Hs Code.:

Synonyms:2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

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Chemical Property of 2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

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Technology Process of 2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

There total 8 articles about 2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl 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: 95.0%

: 609-08-5
Diethyl methylmalonate

: 688762-43-8
1-((E)-6-iodo-3-methyl-hex-2-enyloxymethyl)-4-methoxy-benzene

: 688762-45-0
2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Diethyl methylmalonate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

1-((E)-6-iodo-3-methyl-hex-2-enyloxymethyl)-4-methoxy-benzene; In N,N-dimethyl-formamide; at 100 ℃; for 2h;
DOI:10.1016/j.tetasy.2004.01.032

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 688762-45-0
2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH; tetra-n-butyl ammonium iodide / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 95 percent / tetrahydrofuran / 6 h / Heating

2.1: aq. TBHP; salicylic acid; SeO₂ / CH₂Cl₂ / 48 h / 20 °C

2.2: 65 percent / NaBH₄ / aq. ethanol / 0 °C

3.1: PBr₃

4.1: CuI; LDA / tetrahydrofuran / 2 h / -110 - -30 °C

4.2: 70 percent / tetrahydrofuran / 1 h / -30 °C

5.1: 90 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

6.1: 80 percent / imidazole; I₂; Ph₃P / diethyl ether; acetonitrile / 0 - 20 °C

7.1: NaH / dimethylformamide / 0 °C

7.2: 95 percent / dimethylformamide / 2 h / 100 °C

With 1H-imidazole; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; selenium(IV) oxide; iodine; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; salicylic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetasy.2004.01.032

Reference yield:

: 556-82-1
3-methyl-2-buten-1-ol

: 688762-45-0
2-[(E)-6-(4-methoxy-benzyloxy)-4-methyl-hex-4-enyl]-2-methyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH; tetra-n-butyl ammonium iodide / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 95 percent / tetrahydrofuran / 6 h / Heating

2.1: aq. TBHP; salicylic acid; SeO₂ / CH₂Cl₂ / 48 h / 20 °C

2.2: 65 percent / NaBH₄ / aq. ethanol / 0 °C

3.1: PBr₃

4.1: CuI; LDA / tetrahydrofuran / 2 h / -110 - -30 °C

4.2: 70 percent / tetrahydrofuran / 1 h / -30 °C

5.1: 90 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

6.1: 80 percent / imidazole; I₂; Ph₃P / diethyl ether; acetonitrile / 0 - 20 °C

7.1: NaH / dimethylformamide / 0 °C

7.2: 95 percent / dimethylformamide / 2 h / 100 °C

With 1H-imidazole; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; selenium(IV) oxide; iodine; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; salicylic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tetasy.2004.01.032