Formic Acid → 5-Bromo-6-chloro-3-pyridinecarboxaldehyde

HRID 1980412노트

반응식

HRID 1980412 반응식
[Br:1][C:2]1[C:3]([Cl:10])=[N:4][CH:5]=[C:6]([C:8]#N)[CH:7]=1.C(O)=[O:12]>O.C1(C)C=CC=CC=1.[Ni].[Al]>[Br:1][C:2]1[C:3]([Cl:10])=[N:4][CH:5]=[C:6]([CH:8]=[O:12])[CH:7]=1

참가 물질

6

반응물 2

HCID 284Formic AcidHCID 229063315-Bromo-6-chloropyridine-3-carbonitrile

생성물 1

HCID 223972615-Bromo-6-chloro-3-pyridinecarboxaldehyde

시약·촉매·용매 3

HCID 6336846Nickel aluminide촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

3-Bromo-2-chloro-5-cyanopyridine (8.6 g) in 90% formic acid (40 ml) and water (10 ml) were treated with Raney nickel/aluminium alloy (8.0 g) and the mixture stirred and heated to 55°-60° for 6 hours. The mixture was left to stand for two days, and then filtered. The filtrate was diluted to 500 ml with water and extracted with ether (2×250 ml). The ether extract was washed with aqueous sodium carbonate, dried, and evaporated to give an oil. The oil was diluted with toluene which was then removed under reduced pressure. The residue was diluted with a little ether, the solution filtered, and the filtrate evaporated to give an oil identified as the required aldehyde.

후처리

  1. temperatureheated to 55°-60° for 6 hours
  2. waitThe mixture was left
  3. filtrationfiltered
  4. additionThe filtrate was diluted to 500 ml with water
  5. extractionextracted with ether (2×250 ml)
  6. extractionThe ether extract
  7. washwas washed with aqueous sodium carbonate
  8. customdried
  9. customevaporated
  10. customto give an oil
  11. customwas then removed under reduced pressure
  12. additionThe residue was diluted with a little ether
  13. filtrationthe solution filtered
  14. customthe filtrate evaporated
  15. customto give an oil

출처 및 근거

ORD 기록
ord-5f9e225c5ad149398ba94d3e5ad04d75
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04508907

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