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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

반응식

참여 물질

역할이름HCID투입량
반응물2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
반응물3-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 136680—
반응물L-Ascorbic AcidHCID 54670067—
반응물3-Isobutyryl-1,8-dioxaspiro[4.5]dec-3-en-2-oneHCID 66762855—
용매Diethyl EtherHCID 3283—
용매DichloromethaneHCID 6344—
용매Ethyl AcetateHCID 8857—
생성물4-Isopropyl-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dioneHCID 66762374—

반응 조건

온도200 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09029544B2
출처 데이터셋uspto-grants-2015_05
ORD IDord-c8c75e02cd2941df9fceb65ab2620aad
출처 메모uspto-grants-2015_05