Ethyl formate → Ethyl 2-formyl-3-(5-pyrimidyl)propionate

HRID 967025ノート

反応式

HRID 967025 の反応式
[N:1]1[CH:6]=[C:5]([CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:4]=[N:3][CH:2]=1.[CH:14](OCC)=[O:15].[H-].[Na+]>C(COC)OC.C(OCC)(=O)C>[CH:14]([CH:8]([CH2:7][C:5]1[CH:6]=[N:1][CH:2]=[N:3][CH:4]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:15]

参加物

6

反応物 3

HCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 21936199Ethyl 3-(5-pyrimidyl)propionate

生成物 1

HCID 21936283Ethyl 2-formyl-3-(5-pyrimidyl)propionate

試薬・触媒・溶媒 2

HCID 80711,2-Dimethoxyethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

Mixture of ethyl 3-(5-pyrimidyl)propionate (2.28 g) and ethyl formate (1.41 ml) dissolved in dry dimethoxyethane (5 ml) was added dropwise over 30 min to a suspension of sodium hydride (60%, 4.0 g) in DME (5 ml) under nitrogen, keeping the temperature below 0° C. Stirring was continued for a further 24 h, then the mixture was poured onto ice and washed with ether. The aqueous layer was adjusted to pH 7, then evaporated and the residue extracted with acetone. Filtration and evaporation gave crude product, which was taken up in ethyl acetate, charcoaled, dried and evaporated to give ethyl 2-formyl-3-(5-pyrimidyl)propionate. Like other compounds of this type, this proved difficult to characterise and was used without further purification.

後処理

  1. customthe temperature below 0° C
  2. additionthe mixture was poured onto ice
  3. washwashed with ether
  4. customevaporated
  5. extractionthe residue extracted with acetone
  6. filtrationFiltration and evaporation
  7. customgave crude product, which
  8. customdried
  9. customevaporated

出典と根拠

ORDレコード
ord-8ee170214dbf4de7b8a43251a5aeef55
出典データセット
uspto-grants-2005_10
特許番号
US06953803B1

反応ノート

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