関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrogen Peroxide | HCID 784 | — |
| 反応物 | Boron trifluoride etherate | HCID 8000 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (S)-1-(2',4'-dichloro-biphenyl-4-yl)hex-5-en-1-ol | HCID 57757247 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diglyme | HCID 8150 | — |
| 溶媒 | Sodium borohydride | HCID 4311764 | — |
| 生成物 | HCID 25061619 | HCID 25061619 | — |
反応手順
Impure (S)-1-(2′,4′-dichloro-biphenyl-4-yl)hex-5-en-1-ol (1 g) was dissolved in 0.5 M NaBH4 in diglyme (9 mL) and chilled in an ice bath. BF3.OEt2 (1 mL) in diglyme (4 mL) was added with vigorous stirring. Stirring was continued for 1 hour and water (1 mL) was added. 3 M NaOH (2 mL) was added followed by 30% H2O2 (3 mL). Anhydrous K2CO3 (5 g) was added and the solvent was decanted. The K2CO3 was washed with ethyl acetate and the combined organics were dried (Na2SO4) and evaporated. Distillation under vacuum removed most of the remaining diglyme. The residue was purified by column chromatography (light petroleum:diethyl ether 2:1) to give the title compound as a clear oil. 13C NMR (CDCl3): δ 25.6, 25.6, 32.6, 39.0, 62.8, 74.2, 125.7, 127.2, 129.5, 129.7, 132.1, 133.2, 133.7, 137.5, 138.7 and 144.6.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07560597B2 |
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| 出典データセット | uspto-grants-2009_07 |
|---|
| ORD ID | ord-f73af9f12ec54f6c8c17ee0570aa9057 |
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| 出典メモ | uspto-grants-2009_07 |
|---|