1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

Base Information

Chemical Name:1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene
CAS No.:82353-24-0
Molecular Formula:C₁₈H₂₇BrO₆
Molecular Weight:419.313
Hs Code.:

Synonyms:1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

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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 1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

There total 11 articles about 1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene 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: 95.5%

: 82343-04-2
(2E)-4-(3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylphenyl)-2-methylbut-2-en-1-ol

: 82353-24-0
1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

Guidance literature:: (2E)-4-(3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylphenyl)-2-methylbut-2-en-1-ol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at -40 ℃; for 1.5h;

With lithium bromide; In tetrahydrofuran; dichloromethane; at 0 ℃; for 2.5h;
DOI:10.1002/hlca.200590197

Reference yield:

: 3066-90-8
2,3-dimethoxy-5-methylbenzene-1,4-diol

: 82353-24-0
1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 84.1 percent / Na / ethanol / 3 h / -20 °C

2.1: BuLi; N,N,N',N'-tetramethylethylenediamine / hexane / 1 h / 0 °C

2.2: 59.6 percent / hexane; tetrahydrofuran / 3.5 h / -40 - 20 °C

3.1: (COCl)2; DMSO / CH₂Cl₂ / 1 h / -60 - -40 °C

3.2: 94.9 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4.1: 91.7 percent / CH₂Cl₂ / 4 h / Heating

5.1: 87.3 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

6.1: Et₃N; MsCl / CH₂Cl₂ / 1.5 h / -40 °C

6.2: 95.5 percent / LiBr / tetrahydrofuran; CH₂Cl₂ / 2.5 h / 0 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; sodium; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1002/hlca.200590197

Reference yield:

: 605-94-7
2,3-Dimethoxy-5-methyl-1,4-benzoquinone

: 82353-24-0
1-[(2E)-4-bromobut-2-en-1-yl]-3,4-dimethoxy-2,5-bis(methoxymethoxy)-6-methylbenzene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / aq. Na₂S₂O₄ / 1,2-dichloro-ethane / 3 h / 20 °C

2.1: 84.1 percent / Na / ethanol / 3 h / -20 °C

3.1: BuLi; N,N,N',N'-tetramethylethylenediamine / hexane / 1 h / 0 °C

3.2: 59.6 percent / hexane; tetrahydrofuran / 3.5 h / -40 - 20 °C

4.1: (COCl)2; DMSO / CH₂Cl₂ / 1 h / -60 - -40 °C

4.2: 94.9 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

5.1: 91.7 percent / CH₂Cl₂ / 4 h / Heating

6.1: 87.3 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

7.1: Et₃N; MsCl / CH₂Cl₂ / 1.5 h / -40 °C

7.2: 95.5 percent / LiBr / tetrahydrofuran; CH₂Cl₂ / 2.5 h / 0 °C

With lithium aluminium tetrahydride; n-butyllithium; sodium dithionite; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; sodium; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; 4.1: Swern oxidation / 5.1: Wittig olefination;
DOI:10.1002/hlca.200590197