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Hexylamine → N-n-hexyl-2,5-dimethylaniline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexylamine | HCID 8102 | — |
| 反応物 | Chloro-p-xylene | HCID 32883 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 触媒 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | N-n-hexyl-2,5-dimethylaniline | HCID 10608322 | 87% |
反応手順
According to the general procedure B, 2-Chloro-p-xylene (73 mg, 0.52 mmol) reacted with n-hexylamine (62 mg, 0.61 mmol) using 1 mol % of Pd(dba)2, 2 mol % of Ph5FcP(t-Bu)2, and sodium tert-butoxide (60 mg, 0.63 mmol) in toluene at 100° C. for 10 h to give the title compound (90 mg, 87%) as a colorless oil: 1H-NMR (400 MHz, CDCl3): δ 7.00 (d, 1H, J=7.2 Hz), 6.54 (d, 1H, J=7.6 Hz), 6.51 (s, 1H), 3.45 (bs, 1H), 3.20 (dd, 2H, J=6.8 and 7.2 Hz), 2.37 (s, 3H), 2.16 (s, 3H), 1.73 (m, 2H), 1.49 (m, 2H), 1.41 (m, 4H), 0.99 (t, 1H, J=6.8 and 7.2 Hz). 13C{1H}-NMR (100 MHz, CDCl3): δ 146.23, 136.65, 129.77, 118.61, 117.14, 110.46, 43.92, 31.63, 29.56, 26.90, 22.63, 21.54, 16.98, 14.03. GC/MS(EI): m/z 205 (M+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06562989B2 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-4e441fc541304b8b9da2999aff814d8c |
| 出典メモ | uspto-grants-2003_05 |