2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:253604-35-2
Molecular Formula:C₃₁H₄₇BN₄O₄
Molecular Weight:550.55
Hs Code.:

Synonyms:2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of 2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of 2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 7 articles about 2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 49.0%

: 126311-74-8
1-(6-bromohexyl)-1H-imidazole

: 253604-40-9
2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol

: 253604-35-2
2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1002/(SICI)1521-3773(19991102)38:21<3215::AID-ANIE3215>3.0.CO;2-S

Reference yield: 49.0%

: 253604-40-9
2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol

: 1-(6-bromohexyl)-1H-imidazole hydroacetate

: 253604-35-2
2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: 1-(6-bromohexyl)-1H-imidazole hydroacetate; With potassium hydroxide; In dichloromethane; water; at 0 ℃;

2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1002/1522-2675(200202)85:2<571::AID-HLCA571>3.0.CO;2-Y

Reference yield:

: 90561-18-5
5-bromo-1,3-dimethoxy-2-methylbenzene

: 253604-35-2
2-{3,5-bis[6-(1H-imidazol-1-yl)hexyloxy]-4-methylphenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / 56 percent aq. HI / acetic acid / 6 h / Heating

2.1: 96 percent / K₂CO₃ / acetonitrile / 0 - 20 °C

3.1: TMEDA; BuLi / tetrahydrofuran; hexane / 4.5 h / -78 - 20 °C

3.2: 97 percent / pinacol / benzene / 12 h / Heating

4.1: 51 percent / cc. HCl / tetrahydrofuran; methanol / 72 h / 20 °C

5.1: KOH / H₂O; CH₂Cl₂ / 0 °C

5.2: 49 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

With hydrogenchloride; potassium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen iodide; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1002/1522-2675(200202)85:2<571::AID-HLCA571>3.0.CO;2-Y