関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Bromobenzoic acid | HCID 11456 | — |
| 反応物 | Lithium, mol. (Li2) | HCID 139759 | — |
| 反応物 | 3-(2-(7-Chloroquinolin-2-yl)vinyl)benzaldehyde | HCID 53394853 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-((3-(2-(7-Chloro-2-quinolinyl)ethenyl)phenyl)hydroxymethyl)benzoic acid | HCID 54129198 | — |
反応手順
To the dilithium salt (5.92 mmol) obtained from 3-bromobenzoic acid (W. E. Parham and Y. A. Sayed, J. Org. Chem., 39, 2051 (1974)), a solution of 3-(2-(7-chloro-2-quinolinyl)ethenyl)benzaldehyde (1.503 g, 5.12 mmol) (U.S. Pat. No. 4,851,409, Jul. 25, 1989, Example 24, Step 1) in THF (25 mL) was added dropwise at -78° C. The mixture was stirred for 2 h at -78° C. and was quenched with 25% aqueous NH4OAc. The mixture was acidified to pH 5 with AcOH and extracted with EtOAc. The organic fractions were dried over Na2SO4 and evaporated. Flash chromatography of the residue on silica using EtOAc:toluene:AcOH 30:70:1 yielded the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05856322 |
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| 出典データセット | uspto-grants-1999_01 |
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| ORD ID | ord-f3c8d94ac0ed4823a262508cdeddb8ec |
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| 出典メモ | uspto-grants-1999_01 |
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