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Sodium Carbonate → 2',3'-Difluoro-4'-(4-pentyloxybutoxy)-biphenyl-4-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 4-(Benzyloxy)benzoic acid | HCID 73880 | — |
| 反応物 | 2,3-Difluoro4-(4-pentyloxybutoxy)phenylboronic acid | HCID 22016255 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Toluene water | HCID 22272177 | — |
| 生成物 | 2',3'-Difluoro-4'-(4-pentyloxybutoxy)-biphenyl-4-carboxylic acid ethyl ester | HCID 23542849 | 88% |
反応手順
A biphasic solution of 2,3-difluoro-4-(4-pentyloxybutoxy)phenylboronic acid (25): (1 equi.), 4-bromo-benzoic acid ethyl ester (12), (1 equi.), sodium carbonate (2.7 equi.), and Pd(PPh3)4 catalyst (0.01 equi.) in water-toluene (1:1) (2 mL/mmole) was stirred at 100 C. temperature for 12 h., cooled to room temperature, extracted with ethyl acetate:hexane(1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. The purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile afforded 2′,3′-difluoro-4′-(4-pentyloxybutoxy)-biphenyl-4-carboxylic acid ethyl ester (26) as a white solid (88%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07083832B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-0e36fea0a7614a60a1024966a981a2e5 |
| 出典メモ | uspto-grants-2006_08 |