참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hexylamine | HCID 8102 | — |
| 반응물 | 3-Chloroanisole | HCID 17833 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 촉매 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | N-Hexyl-3-methoxyaniline | HCID 15500485 | 95.5% |
반응 단계
3-Chloroanisole (74 mg, 0.52 mmol) reacted with n-hexylamine (65 mg, 0.64 mmol) according to procedure B using 1 mol % of Pd(dba)2, 2 mol % of Ph5FcP(t-Bu)2, and sodium tert-butoxide (58 mg, 0.60 mmol) in toluene at 100° C. to give the title compound (103 mg, 95%) as a colorless oil. Also 3-bromoanisole was converted to the title amine in 85% yield by procedure A: 1H-NMR (400 MHz, CDCl3): δ 6.99 (t, 1H, J=8.0 Hz), 6.19-6.13 (m, 2H), 6.08 (app.t, 1H, J=2.4 Hz), 3.70 (s, 3H), 3.55 (bs, 1H), 3.01 (t, 2H, J=7.2 Hz), 1.53 (m, 2H), 1.33 (m, 2H), 1.24 (m, 4H), 0.83 (t, 3H, J=6.8 Hz). 13C{1H}-NMR (100 MHz, CDCl3): δ 160.81, 149.91, 129.87, 105.86, 102.09, 98.53, 55.01, 43.95, 31.61, 29.47, 26.81, 22.60, 14.01. GC/MS(EI): m/z 207 (M+), 136. Anal. Calcd for C13H21NO: C, 75.23; H, 10.21; N, 6.76. Found: C,75.25; H, 10.33; N, 6.86.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06562989B2 |
|---|
| 출처 데이터셋 | uspto-grants-2003_05 |
|---|
| ORD ID | ord-b8ec91d34adb4d23b0e16f478f980425 |
|---|
| 출처 메모 | uspto-grants-2003_05 |
|---|
