Acetone → 6-Chloro-2-fluoro-3-(methoxymethoxy)pyridine

HRID 931545노트

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HRID 931545 반응식
[Cl:1][C:2]1[N:7]=[C:6]([F:8])[C:5]([OH:9])=[CH:4][CH:3]=1.[C:10]([O-:13])([O-])=O.[K+].[K+].[CH3:16]C(C)=O>>[Cl:1][C:2]1[N:7]=[C:6]([F:8])[C:5]([O:9][CH2:16][O:13][CH3:10])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 574756406-Chloro-2-fluoropyridin-3-ol

생성물 1

HCID 574756416-Chloro-2-fluoro-3-(methoxymethoxy)pyridine수율 80%

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온도
60 °C

실험 절차

A solution of 6-chloro-2-fluoropyridin-3-ol (1.4 Kg, 9.49 mol) was dissolved in acetone (13 L), and treated with K2CO3 (1574 g, 11.39 mol, 1.2 eq) and MOMC1 (840 g, 10.44 mol, 1.1 eq). The mixture was heated at 60° C. for 2 hrs. After cooling to RT, the reaction mixture was filtered to remove inorganic salts. The filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (0-10% EtOAc/hexanes), affording 6-chloro-2-fluoro-3-(methoxymethoxy)pyridine (1496 g) as a colorless oil in 80% yield over two steps.

후처리

  1. temperatureAfter cooling to RT
  2. filtrationthe reaction mixture was filtered
  3. customto remove inorganic salts
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by flash column chromatography (0-10% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-f9b58a0d451143c4860f2ab3100c82a2
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296759B2

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