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Benzenesulfonyl chloride → Hexanoic acid, 6-[(phenylsulfonyl)amino]-, methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzenesulfonyl chloride | HCID 7369 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Methyl 6-aminohexanoate hydrochloride | HCID 11499324 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Hexanoic acid, 6-[(phenylsulfonyl)amino]-, methyl ester | HCID 15295437 | — |
反応手順
Benzenesulfonyl chloride (92a) (0.88 g, 5.0 mmol) was added to the mixture of methyl 6-aminohexanoate hydrochloride (91) (1.82 g, 10 mmol) in acetonitrile (10 ml) and sodium carbonate (2.6 g, 24.6 mmol) in water (10 ml). The mixture was stirred for 6 hours at ambient temperature, and the product was extracted with ethyl acetate (30 ml). The extract was dried (Na2SO4) and solvents were removed under reduced pressure. The product was chromatographed on silica gel with ethyl acetate-hexane (1:2) as eluent. The title compound was obtained as oil (128 g, 90%). 1H NMR δH (90 MHz, DMSO-d6) δ: 0.90-1.63 (6H, m, CH2); 2.21 (2H, t, J=7.0 Hz, CH2); 2.71 (2H, q, J=6.0 Hz, CH2N); 3.58 (3H, s, CH3); 7.40-7.72 (3H, m, C6H3); 7.72-7.89 (2H, m, C6H2).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07557140B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-f22f759269f94f20a695e382e20cecf6 |
| 出典メモ | uspto-grants-2009_07 |