4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

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Chemical Name:4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone
CAS No.:1615685-07-8
Molecular Formula:C₁₉H₁₆BNO₃
Molecular Weight:317.152
Hs Code.:

Synonyms:4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

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Chemical Property of 4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

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Technology Process of 4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

There total 8 articles about 4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone 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: 12.8%

: 1344109-52-9
6-(pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

: 874-60-2
4-methyl-benzoyl chloride

: 1615685-07-8
4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

Guidance literature:: 4-methyl-benzoyl chloride; With tin(IV) chloride; In dichloromethane; at 20 ℃; for 0.25h;

6-(pyrrol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole; In dichloromethane; for 24h;
DOI:10.1016/j.ejmech.2014.04.079

Reference yield:

: 856794-72-4
2-bromo-4-nitrobenzoyl chloride

: 1615685-07-8
4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / 1 h / 0 - 20 °C

2.1: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Reflux

3.1: ethyl acetate / 4 h / Reflux

4.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / Inert atmosphere

7.1: tin(IV) chloride / dichloromethane / 0.25 h / 20 °C

7.2: 24 h

With hydrogenchloride; lithium borohydride; n-butyllithium; tin(II) chloride dihdyrate; tin(IV) chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 7.1: |Friedel-Crafts Acylation / 7.2: |Friedel-Crafts Acylation;
DOI:10.1016/j.ejmech.2014.04.079

Reference yield:

: C₁₇H₂₄BNO₃

: 1615685-07-8
4-methylphenyl(1-(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-6-yl)pyrrol-3-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; tetrahydrofuran / Inert atmosphere

2.1: tin(IV) chloride / dichloromethane / 0.25 h / 20 °C

2.2: 24 h

With hydrogenchloride; tin(IV) chloride; In tetrahydrofuran; dichloromethane; water; 2.1: |Friedel-Crafts Acylation / 2.2: |Friedel-Crafts Acylation;
DOI:10.1016/j.ejmech.2014.04.079