참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | Methyl 11-bromoundecanoate | HCID 223913 | — |
| 반응물 | HCID 178418634 | HCID 178418634 | — |
| 촉매 | Trioctylmethylammonium chloride | HCID 21218 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 2,2,4-Trimethylpentane | HCID 10907 | — |
| 생성물 | Methyl 11-thioacetylundecanoate | HCID 20195807 | 94.3% |
반응 단계
Compound 103 (17.8 g, 64 mmol), thioacetic acid (9.7 g, 9.0 ml, 128 mmol), methyltrioctylammonium chloride (0.5 g), cesium carbonate (25 g, 77 mmol), dichloromethane (95 ml) and water (95 ml) were stirred at room temperature for 15 h. The reaction was monitored by TLC (SiO2, ethyl acetate:isooctane, 1:5). The mixture was extracted with dichloromethane and the combined extracts were dried (Na2SO4) and concentrated. Distillation gave pure 104 (15.6 g, 89%) with b.p. 137°-139° (0.1 torr) and m.p. <25° (from isooctane). 1H-NMR (CDCl3, Me4Si) δ 3.67 (s, 3H, MeO), 2.86 (t, 2H, J=7.1 Hz, S--CH2), 2.32 (s, 3H, MeCO), 2.30 (t, 2H, J=7.7 Hz, CH2CO). 13C-NMR (CDCl3, Me4Si) δ 195.9, 174.1 (CO), 51.3, 34.0, 30.5, 29.4, 29.3, 29.2, 29.1, 29.0, 28.9, 28.7, 24.8.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04675392 |
|---|
| 출처 데이터셋 | uspto-grants-1987_06 |
|---|
| ORD ID | ord-3528f137b40f4eca9c0a965cf04714e1 |
|---|
| 출처 메모 | uspto-grants-1987_06 |
|---|
