Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Lithium Chloride → 5-Methoxy-2-methyl-benzofuran-7-carboxylic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Lithium Chloride | HCID 433294 | — |
| 반응물 | 3-Allyl-2-hydroxy-5-methoxy-benzoic acid methyl ester | HCID 14838669 | — |
| 촉매 | Cupric acetate | HCID 8895 | — |
| 촉매 | Palladium Chloride | HCID 24290 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-Methoxy-2-methyl-benzofuran-7-carboxylic acid methyl ester | HCID 59560465 | 100.9% |
반응 단계
To a solution of 3-allyl-2-hydroxy-5-methoxy-benzoic acid methyl ester (4b) (1.48 g, 6.66 mmol) in DMF (30 mL) was added Cu(OAc)2 (3.63 g, 19.98 mmol), LiCl (847 mg, 19.98 mmol) in H2O (1 mL) and PdCl2 (24 mg, 0.133 mmol). The reaction mixture was stirred at RT for 3 h, quenched with H2O (100 mL) and NH4OH (5 mL) and extracted with EtOAc (100 mL). The organic layer was washed with H2O (100 mL), dried over MgSO4 and concentrated. The residue was purified by flash column chromatograph eluting with 10-15% EtOAc/hexane to give colorless oil (1.48 g, 48%). 1H NMR (400 MHz, CDCl3) δ 7.43 (d, J=2.53 Hz, 1 H) 7.17 (d, J=2.53 Hz, 1 H) 6.36 (s, 1 H) 4.00 (s, 3 H) 3.87 (s, 3 H) 2.51 (s, 3 H)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08119624B2 |
| 출처 데이터셋 | uspto-grants-2012_02 |
| ORD ID | ord-acc340d7a3a844cf94629aad272434ef |
| 출처 메모 | uspto-grants-2012_02 |