4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

Base Information

Chemical Name:4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl
CAS No.:736985-59-4
Molecular Formula:C₁₈H₃₀O₂Si
Molecular Weight:306.521
Hs Code.:

Synonyms:4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

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Chemical Property of 4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

Chemical Property:

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Technology Process of 4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

There total 9 articles about 4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl 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: 75.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 736985-56-1
4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-butan-2-one

: 736985-59-4
4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h;

4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-butan-2-one; In tetrahydrofuran; hexane; for 1h;
DOI:10.1002/chem.200305629

Reference yield:

: 13391-35-0
allyl (4-methoxyphenyl) ether

: 736985-59-4
4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

Guidance literature:: Multi-step reaction with 7 steps

1.1: 89 percent / 0.75 h / 240 °C

2.1: 96 percent / imidazole / dimethylformamide / 1 h / 20 °C

3.1: BH₃*THF / tetrahydrofuran / 2.17 h / 0 - 20 °C

3.2: 89 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 1.25 h / 0 - 20 °C

4.1: 94 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 20 °C

5.1: 89 percent / tetrahydrofuran / 1 h / 20 °C

6.1: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

7.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / 0 °C

7.2: 75 percent / hexane; tetrahydrofuran / 1 h

With 1H-imidazole; n-butyllithium; borane-THF; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Claisen rearrangement / 7.2: Wittig reaction;
DOI:10.1002/chem.200305629

Reference yield:

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

: 736985-59-4
4-[(2-tert-butyldimethylsilanyloxy)-5-methoxyphenyl]-2-methyl-but-1-enyl

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / imidazole / dimethylformamide / 1 h / 20 °C

2.1: BH₃*THF / tetrahydrofuran / 2.17 h / 0 - 20 °C

2.2: 89 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 1.25 h / 0 - 20 °C

3.1: 94 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 20 °C

4.1: 89 percent / tetrahydrofuran / 1 h / 20 °C

5.1: 95 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

6.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / 0 °C

6.2: 75 percent / hexane; tetrahydrofuran / 1 h

With 1H-imidazole; n-butyllithium; borane-THF; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 6.2: Wittig reaction;
DOI:10.1002/chem.200305629