2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 4-Hydroxy-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione

HRID 573793

반응식

HRID 573793 반응식
[O:1]=[C:2]1[C:6]([C:7]([O:9]CC)=O)=[CH:5][C:4]2([CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[O:3]1.[NH2:17][C:18]1[CH2:23][C:22]([CH3:25])([CH3:24])[CH2:21][C:20](=[O:26])[CH:19]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C(OC(=O)C)C>[OH:9][C:7]1[C:6]2[C:2](=[O:1])[O:3][C:4]3([CH2:12][CH2:13][O:14][CH2:15][CH2:16]3)[C:5]=2[C:19]2[C:20](=[O:26])[CH2:21][C:22]([CH3:25])([CH3:24])[CH2:23][C:18]=2[N:17]=1

참가 물질

5

반응물 3

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 66762200Ethyl 2-oxo-1,8-dioxaspiro[4.5]dec-3-ene-3-carboxylate

생성물 1

HCID 1784267954-Hydroxy-7,7-dimethyl-2',3',5',6',7,8-hexahydro-3H-spiro[furo[3,4-c]quinoline-1,4'-pyran]-3,9(6H)-dione

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
200 °C

실험 절차

10 g Ethyl 2-oxo-1,8-dioxaspiro[4.5]dec-3-ene-3-carboxylate and 6.15 g 3-amino-5,5-dimethylcyclohex-2-enone are mixed and heated to 200° C. for 20 minutes under a vacuo of 20 mbar. The mixture is cooled to room temperature and dissolved in 100 ml ethylacetate. 10 g 2,3-dichloro-5,6-dicyano-p-benzoquinone are added and the mixture is stirred for 4 hours at 50° C. and for 18 hours at room temperature. The product is isolated by filtration and washed with ethylacetate.

후처리

  1. temperatureThe mixture is cooled to room temperature
  2. customThe product is isolated by filtration
  3. washwashed with ethylacetate

출처 및 근거

ORD 기록
ord-ccfd95e97fd24f088bf05e0ba45c9dcf
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029544B2

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