참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diethyl Ether | HCID 3283 | — |
| 반응물 | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| 반응물 | (7R,11R,E)-1-bromo-3,7,11,15-tetramethylhexadec-2-ene | HCID 12905048 | — |
| 반응물 | 6,10,14,18-Tetramethylnonadec-5-EN-2-yne | HCID 53906365 | — |
| 촉매 | HCID 178418778 | HCID 178418778 | — |
| 촉매 | HCID 178494494 | HCID 178494494 | — |
| 용매 | Butyl ether | HCID 8909 | — |
| 생성물 | Vitamin K | HCID 5280483 | 56% |
반응 단계
A solution of 1 mmol of pentacarbonyl[methoxy(phenyl)carbene]chromium and 1,1 mmol of 6.10.14.18-tetramethyl-5-nonadecen-2-yne from phytyl bromide (isomer ratio E/Z=90/10) in 5 ml of dibutyl ether is heated to 55° C. under nitrogen for 1 hour. After the removal of the solvent, the 1-naphthol-tricarbonyl-chromium complex can be isolated (yield 95%) by chromatography on silica gel at -30° C. with methylene chloride/pentane (2/1), or directly oxidised to the quinone after addition of 10 ml of ether by one-hours stirring with 1,5 mmol of silver (I) oxide in the presence of MgSO4. The obtained mixture is filtered, the solvent removed and the residue purified by chromatography at 10° C. on silica gel with pentane/ether (100/1). There is obtained vitamin K1(20) as a light yellow oil in a total yield of 56%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US04374290 |
|---|
| 출처 데이터셋 | uspto-grants-1983_02 |
|---|
| ORD ID | ord-d2c6156756494daf831862456a824111 |
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| 출처 메모 | uspto-grants-1983_02 |
|---|
