Water → 6-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-3,4-dihydro-3-hydroxy-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran

HRID 1655382노트

반응식

HRID 1655382 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]3([CH2:16][NH:17][C:18](=[O:23])[C:19]([F:22])([F:21])[F:20])[O:15][CH:9]3[C:8]=2[CH:24]=1)([O-:3])=[O:2].[NH:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]1=[O:31].O.C(OCC)(=O)C>O1CCOCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH2:16][NH:17][C:18](=[O:23])[C:19]([F:22])([F:20])[F:21])([OH:15])[CH:9]([N:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]3=[O:31])[C:8]=2[CH:24]=1)([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 88712-PyridoneHCID 19386922HCID 19386922, 화합물

생성물 1

HCID 193871146-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-3,4-dihydro-3-hydroxy-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran수율 19.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 6-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-3,4-dihydro-3,4-epoxy-2H-1-benzopyran (0.4 g, 1.16 mmol), 2(1H)-pyridinone (0.22 g, 2.32 mmol) and Triton B (0.05 ml) in dioxane (3 ml) was heated at reflux for nineteen hours. Water and ethyl acetate were added, and the organic phase separated and evaporated under reduced pressure. The residue was chromatographed on silica gel, eluting with dichloromethane/acetone (95/5), to give 0.1 g of 6-nitro-2,2-dimethyl-3-(trifluoroacetamido)methyl-3,4-dihydro-3-hydroxy-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 158° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for nineteen hours
  3. customthe organic phase separated
  4. customevaporated under reduced pressure
  5. customThe residue was chromatographed on silica gel
  6. washeluting with dichloromethane/acetone (95/5)

출처 및 근거

ORD 기록
ord-be12cd43a17744c191a19a68d3979524
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05250547

반응 노트

불러오는 중…