Pyridine → HCID 59018085, 화합물

HRID 2374771노트

반응식

HRID 2374771 반응식
[O:1]=[C:2]([C:8]([O-:10])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:16][CH:15]=1)=[O:13].N1C=CC=[CH:30][CH:29]=1>>[OH:1][C:2]([CH2:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:16][CH:15]=1)=[O:13])([C:8]([O:10][CH2:29][CH3:30])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

참가 물질

4

반응물 3

HCID 1049PyridineHCID 2452261-[4-(Benzyloxy)phenyl]ethan-1-oneHCID 20976715HCID 20976715, 화합물

생성물 1

HCID 59018085HCID 59018085, 화합물

실험 절차

19 cm3 of ethyl ketomalonate and 2.5 cm3 of pyridine were added to 23.1 g of 4-benzyloxyacetophenone. The reaction medium was heated and maintained at reflux for 12 hours. After cooling, the reaction medium was purified by chromatography on silica gel (particle size 40-63 μm, under an argon pressure of 150 kPa), eluting with a mixture of dichloromethane and methanol (99/1 by volume). The fractions containing the product were combined and then concentrated under reduced pressure (45° C.; 5 kPa). The product obtained was triturated in 150 cm3 of ethanol, filtered through a sinter funnel, washed with twice 50 cm3 of ethanol and 50 cm3 of isopropyl ether to give, after drying under reduced pressure (2 kPa; 55° C.), 5.6 g of diethyl hydroxy[2-(4-benzyloxyphenyl)-2-oxoethyl]malonate melting at 80° C.

후처리

  1. temperatureThe reaction medium was heated
  2. temperaturemaintained
  3. temperatureat reflux for 12 hours
  4. temperatureAfter cooling
  5. customthe reaction medium was purified by chromatography on silica gel (particle size 40-63 μm
  6. washunder an argon pressure of 150 kPa), eluting with a mixture of dichloromethane and methanol (99/1 by volume)
  7. additionThe fractions containing the product
  8. concentrationconcentrated under reduced pressure (45° C.; 5 kPa)
  9. customThe product obtained
  10. customwas triturated in 150 cm3 of ethanol
  11. filtrationfiltered through a sinter funnel
  12. washwashed with twice 50 cm3 of ethanol and 50 cm3 of isopropyl ether
  13. customto give
  14. dry with materialafter drying under reduced pressure (2 kPa; 55° C.), 5.6 g of diethyl hydroxy[2-(4-benzyloxyphenyl)-2-oxoethyl]malonate melting at 80° C.

출처 및 근거

ORD 기록
ord-6105d4f05492469b95b7d18ba2234536
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07462613B2

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