Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Glutaric anhydride → 5-(((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl)oxy)-5-oxopentanoic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Glutaric anhydride | HCID 7940 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Retinol | HCID 445354 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 5-(((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl)oxy)-5-oxopentanoic acid | HCID 86675708 | 208.5% |
반응 단계
Glutaric anhydride (115 mg, 1.01 mmol) and retinol (240 mg, 0.838 mmol) were dissolved in dichloromethane (3 mL) in an amber-colored vial. Triethylamine (257 ul, 1.84 mmol) was added and the vial was flushed with argon. Reaction was allowed to stir at room temperature overnight. The reaction mixture was concentrated and then purified via silica gel chromatography with a dichloromethane/methanol gradient to yield 5-(((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl)oxy)-5-oxopentanoic acid as a yellowish oil (700 mg, 78%). Material characterized by NMR.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09393315B2 |
| 출처 데이터셋 | uspto-grants-2016_07 |
| ORD ID | ord-39cfbc2a0cc444518d7ea2dbf18601f6 |
| 출처 메모 | uspto-grants-2016_07 |