Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 573784생성일: 2026년 10월 26일
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 4-Isopropyl-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione
https://huagongshe.com/reaction/573784
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| 반응물 | 3-Amino-5,5-dimethyl-2-cyclohexen-1-one | HCID 136680 | — |
| 반응물 | L-Ascorbic Acid | HCID 54670067 | — |
| 반응물 | 3-Isobutyryl-1,8-dioxaspiro[4.5]dec-3-en-2-one | HCID 66762855 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 4-Isopropyl-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione | HCID 66762374 | — |
반응 단계
3.12 g 3-Isobutyryl-1,8-dioxaspiro[4.5]dec-3-en-2-one and 2.13 g 3-amino-5,5-dimethylcyclohex-2-enone are mixed and heated to 200° C. for 10 minutes under a vacuo of 20 mbar. The mixture is cooled to room temperature, 15 ml ethylacetate are added and the mixture is stirred for 30 minutes. Then 15 ml petrole ether are added and the precipitate is isolated by filtration. The crude product is dissolved in 350 ml dichloromethane, treated with 2.46 g 2,3dichloro-5,6-dicyano-p-benzoquinone and stirred for 18 hours. 2 g Ascorbic acid are added and the mixture is stirred for 10 minutes. The it is washed for three times with water. The organic phase is dried with sodium sulphate and the solvents are evaporated in vacuo. The residue is chromatographed on silica gel (petrole ether/ethylacetate 100:0 to 50:50).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09029544B2 |
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| 출처 데이터셋 | uspto-grants-2015_05 |
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| ORD ID | ord-c8c75e02cd2941df9fceb65ab2620aad |
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| 출처 메모 | uspto-grants-2015_05 |
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