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

HRID 2228909노트

반응식

HRID 2228909 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 80711,2-Dimethoxyethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

A 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.

후처리

  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

출처 및 근거

ORD 기록
ord-ba14b3a24d3346d3b1e9775151fa79f6
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06417192B1

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