関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 2-Cyclohexen-1-OL | HCID 13198 | — |
| 反応物 | HCID 86584876 | HCID 86584876 | — |
| 触媒 | Acetic acid, rhodium salt (4:2) | HCID 423677 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | HCID 67484566 | HCID 67484566 | 58% |
反応手順
A solution of (3-chloro-4-methanesulfonyl-phenyl)-diazo-acetic acid methyl ester (Example 6; 489 mg, 1.69 mmol) in dichloromethane (10 ML) at 25° C. was treated with 2-cyclohexen-1-ol (0.42 mL, 4.23 mmol) followed by rhodium (II) acetate dimer (15 mg, 0.034 mmol) and the resulting solution was stirred at 25° C. for 1 h. The reaction mixture was diluted with dichloromethane (10 mL), then was poured into water (15 mL) and extracted with dichloromethane (3×10 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The product was purified by chromatography (Biotage Flash 40S column, 75/25 hexanes/ethyl acetate) provided rac-(3-chloro-4-methanesulfonyl-phenyl)-(cyclohex-2-enyloxy)-acetic acid methyl ester (350 mg, 58% yield) as a colorless oil: EI-HRMS m/e calcd for C16H19ClSO5 (M+) 358.0642, found 358.0640.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06608218B2 |
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| 出典データセット | uspto-grants-2003_08 |
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| ORD ID | ord-af9c7fc4d707438fb8b14cbd44dacb9f |
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| 出典メモ | uspto-grants-2003_08 |
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