Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acetic Acid → 5-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexylidene]-pentanoic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | (4-Carboxybutyl)triphenylphosphonium bromide | HCID 161236 | — |
| 반응물 | tert-butyl N-methyl-N-(4-oxocyclohexyl)carbamate | HCID 24820328 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexylidene]-pentanoic acid | HCID 22567682 | 85.6% |
반응 단계
5 g (21.99 mmol) Methyl-(4-oxo-cyclohexyl)-carbamic acid tert-butyl ester and 12.68 g (28.59 mmol) (4-Carboxy-butyl)-triphenyl-phosphonium bromide were dispended in 50 ml DMF. In small portions 2.49 g (57.2 mmol, 55%) NaH were added and the slurry was diluted by adding 50 ml DMF. The mixture was stirred at RT over night, 10 ml AcOH were added and the solvent was evaporated under reduced pressure. The residue was dissolved in ether and water, and the inorganic layer was extracted with ether. The combined organic phases were dried over and the crude materil was purified by column chromatography with ETOAc/hexane to give 5.86 g (83%)5-[4-(tert-Butoxycarbonyl-methyl-amino)-cyclohexylidene]-pentanoic acid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06858651B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-6ed6edff7c4840dc8c5284f235649c74 |
| 출처 메모 | uspto-grants-2005_02 |