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

HRID 2086259ノート

反応式

HRID 2086259 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 69545912Methyl 6-Methylpyridine-2-carboxylate N-oxide収率 44.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5af467c0fe7b48f39cbe7eeb7d37259e
出典データセット
uspto-grants-2004_04
特許番号
US06723722B1

反応ノート

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