참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Chloro-N,N-dimethylethylamine | HCID 7901 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734624 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 4-(2-(Dimethylamino)ethoxy)benzeneboronic acid, pinacol ester | HCID 42598924 | 67.5% |
반응 단계
To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (258 mg, 0.509 mmol) in DMF (10 mL) was added 60% NaH (204 mg, 5.09 mmol) and 2-chloro-N,N-dimethylethylamine (220 mg, 1.527 mmol). The resulting solution was stirred at 60° C. overnight, cooled to the ambient temperature, quenched with aqueous NH4Cl, and extracted with EtOAc. The combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography to give the title compound (100 mg, 29% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09434726B2 |
|---|
| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-5c4cc35536eb44ccb0ccbb0975931d8d |
|---|
| 출처 메모 | uspto-grants-2016_09 |
|---|
