Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Butyl nitrite → 3-(Dipropylcarbamoyl)benzoic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Butyl nitrite | HCID 10996 | — |
| 반응물 | N-Boc-cis-4-hydroxy-D-proline | HCID 688616 | — |
| 반응물 | 3-Bromo-5-(methoxycarbonyl)benzoic acid | HCID 22593641 | — |
| 반응물 | (4R)-1-Boc-4-(2-propen-1-yloxy)-D-proline | HCID 67315699 | — |
| 촉매 | Copper bromide (CuBr2) | HCID 24611 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | 3-(Dipropylcarbamoyl)benzoic acid | HCID 182769 | 97% |
반응 단계
Step G (2): 3-bromo-5-(methoxycarbonyl)benzoic acid. To a mixture of copper (II) bromide (5.5 g, 24.6 mmol), n-butyl nitrite (3.17 g, 30.75 mmol) and acetonitrile (300 mL) was added 3-amino-5-(methoxycarbonyl)benzoic acid (Step G (1), 4.0 g, 20.5 mmol) in aceonitrile (300 mL) over 30 min at 0° C. and the mixture was warmed up and stirred at rt for 3 h. H2O was added and acetonitrile was removed. Ethyl acetate (600 mL) was added and the mixture was washed with 3N HCl, H2O, dried over Na2SO4, and concentrated in vacuo to give the title compound (97% yield): 1H NMR (CDCl3, 500 MHz) δ ppm 3.96 (3H, s), 8.41 (1H, s), 8.41 (1H, s), 8.67 (1H, m). MS (ESI) (M−H)− 259.02.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07745470B2 |
| 출처 데이터셋 | uspto-grants-2010_06 |
| ORD ID | ord-f1e12c8ab4c14f8c9ebf66d37ccca20b |
| 출처 메모 | uspto-grants-2010_06 |