| Identification | Back Directory | [Name]
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-BENZOFURAN | [CAS]
519054-55-8 | [Synonyms]
2-(Benzofuran-5-yl)
2-dioxaborolan-2-yl)-1-benzofuran
Benzofuran-5-boronic acid pinacol ester
Benzo[b]furan-5-boronic acid, pinacol ester
5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Ben
2-(benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]furan
Benzofuran, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1-BENZOFURAN
2-(1-BenzofuraN-5-Yl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[b]furan, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzofuran | [Molecular Formula]
C14H17BO3 | [MDL Number]
MFCD04115374 | [MOL File]
519054-55-8.mol | [Molecular Weight]
244.09 |
| Chemical Properties | Back Directory | [Melting point ]
72 °C | [Boiling point ]
340.0±15.0 °C(Predicted) | [density ]
1.10±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [color ]
White to Almost white |
| Hazard Information | Back Directory | [Synthesis]
Under nitrogen protection, 5-bromobenzofuran (25 g, 0.126 mol), pinacol ester of bisboronic acid (38.67 g, 0.152 mol), Pd(dppf)Cl2 (3.11 g, 3 mol%), KOAc (37.36 g, 0.381 mol) and 1,4-dioxane (500 ml) were mixed. The reaction mixture was stirred at 130°C for 12 hours. After completion of the reaction, the reaction mixture was extracted with ethyl acetate and the organic phase was dried with anhydrous MgSO4. Purification by column chromatography (eluent: hexane/ethyl acetate=10:1, v/v) afforded 2-(benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (23.23 g, 75% yield). | [References]
[1] Patent: JP2016/40292, 2016, A. Location in patent: Paragraph 0518-0520
[2] Patent: JP2015/527347, 2015, A. Location in patent: Paragraph 0131; 0132
[3] Patent: KR101599586, 2016, B1. Location in patent: Paragraph 0170-0174
[4] Patent: KR101879905, 2018, B1. Location in patent: Paragraph 1187-1191
[5] Organometallics, 2016, vol. 35, # 10, p. 1559 - 1564 |
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