Potassium Carbonate → Methyl 6-Methylpyridine-2-carboxylate N-oxide

HRID 2086259노트

반응식

HRID 2086259 반응식
Cl.[CH3:2][C:3]1[N:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:21])C=1.S([O-])([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH3:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[N+:8]=1[O-:21]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 22727112Methyl 6-methylpyridine-2-carboxylate hydrochloride

생성물 1

HCID 69545912Methyl 6-Methylpyridine-2-carboxylate N-oxide수율 44.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
50 °C

실험 절차

A mixture of methyl 6-methylpyridine-2-carboxylate hydrochloride (5.8 g) and m-chloroperbenzoic acid (15.24 g) in dichloromethane (200 ml) was stirred at room temperature for 20 hours and 50° C. for 6 hours. After adding a small amount of sodium sulfite at 0° C., an aqueous solution of potassium carbonate was added to make the solution basic. The mixture was extracted with dichloromethane, and the organic phase was dried and concentrated. The resultant residue was purified by a column chromatography on a silica gel (ethyl acetate:hexane=5:1 to ethyl acetate:methanol=20:1) to obtain the title compound (2.29 g) as a tan oil.

후처리

  1. extractionThe mixture was extracted with dichloromethane
  2. customthe organic phase was dried
  3. concentrationconcentrated
  4. customThe resultant residue was purified by a column chromatography on a silica gel (ethyl acetate:hexane=5:1 to ethyl acetate:methanol=20:1)

출처 및 근거

ORD 기록
ord-5af467c0fe7b48f39cbe7eeb7d37259e
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06723722B1

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