Potassium Phosphate, Dibasic → 6-Phenylpyridine-2-carboxylic acid N-oxide

HRID 347536ノート

反応式

HRID 347536 の反応式
[C:1]1([C:7]2[N:12]=[C:11]([C:13]([OH:15])=[O:14])[CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:16]P([O-])([O-])=O.[K+].[K+].C1C=C(Cl)C=C(C(OO)=O)C=1>ClC(Cl)C>[C:1]1([C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N+:12]=2[O-:16])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 24450Potassium Phosphate, DibasicHCID 70297m-Chloroperbenzoic acidHCID 27628846-Phenylpyridine-2-carboxylic Acid

生成物 1

HCID 210815386-Phenylpyridine-2-carboxylic acid N-oxide収率 68.2%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

A mixture of 6-phenylpicolinic acid (150 mg, 0.75 mmol), K2HPO4 (600 mg) m-CPBA (300 mg, max 70% from Aldrich) in dichloroethane (8.0 mL) was heated at 60° C. for 1.5 h. Additional m-CPBA (2×300 mg) was added and the mixture was heated at 60° C. for 40 min. The reaction mixture was purified by preparative HPLC to afford the desired product (110 mg, 68%) as a white solid. 1H NMR (DMF-d7) δ 8.57 (s, 1H), 8.43 (d, 1H, J=2.2 Hz), 8.10–7.88 (m, 5H), 7.59–7.57 (m, 3H).

後処理

  1. temperaturethe mixture was heated at 60° C. for 40 min
  2. customThe reaction mixture was purified by preparative HPLC

出典と根拠

ORDレコード
ord-084baaa9df2d4e2ea02ca410a20b672e
出典データセット
uspto-grants-2007_02
特許番号
US07173031B2

反応ノート

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