Pyridine → HCID 59018085、化合物

HRID 970186ノート

反応式

HRID 970186 の反応式
[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]

参加物

4

反応物 3

HCID 1049PyridineHCID 2452261-[4-(Benzyloxy)phenyl]ethan-1-oneHCID 20976715HCID 20976715、化合物

生成物 1

HCID 59018085HCID 59018085、化合物

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-4265da2df4da4af1a193611b9b402c57
出典データセット
uspto-grants-2007_12
特許番号
US07309701B2

反応ノート

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