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Trifluoroacetic acid → 4-(2-Fluorobenzyl)cyclohexanecarboxylic Acid Methyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trifluoroacetic acid | HCID 6422 | — |
| 反応物 | Triethylsilane | HCID 12052 | — |
| 反応物 | 4-(2-Fluorobenzoyl)cyclohexanecarboxylic Acid Methyl Ester | HCID 57516873 | — |
| 生成物 | 4-(2-Fluorobenzyl)cyclohexanecarboxylic Acid Methyl Ester | HCID 67302036 | 83.2% |
反応手順
In an 18 mL vial with stir bar and 4-(2-fluorobenzoyl)cyclohexanecarboxylic acid methyl ester (333 mg; 1.2 mmol), trifluoroacetic acid (4 mL) was chilled to 0° C. and triethylsilane (700 mg; 6.0 mmol) was added over 1 minute. Mixture was allowed to warm to room temperature. After 48 hours, mixture was concentrated in vacuo and reduced by half volume. Mixture was poured into cold KOH solution and pH adjust further to pH 6. Aqueous mixture was extracted 3×5 mL ethyl acetate. Combined ethyl acetate was washed with brine and dried over MgSO4. Crude oil was purified via (20:1) flash chromatography 0-10% ethyl acetate in hexanes to give 250 mg of title compound. (83% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07985755B2 |
| 出典データセット | uspto-grants-2011_07 |
| ORD ID | ord-eb8677f7660f4a8b9165adf123a9adfd |
| 出典メモ | uspto-grants-2011_07 |