m-Chloroperbenzoic acid → HCID 54215893、化合物

HRID 892507ノート

反応式

HRID 892507 の反応式
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][CH:9]([C:15]3[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=3)[C:8]=2[CH:22]=1)(=[O:3])[CH3:2].ClC1C=CC=C(C(OO)=[O:31])C=1>ClCCl>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][CH:9]([C:15]3[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N+:16]=3[O-:31])[C:8]=2[CH:22]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 19895658HCID 19895658、化合物

生成物 1

HCID 54215893HCID 54215893、化合物収率 26.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

101 mg of 6-acetyl-3,4-dihydro-2,2-dimethyl-4-(3-methyl-2-pyridyl)-2H-1-benzopyran were dissolved in 5 ml of dichloromethane at room temperature and 91 mg of m-chloroperbenzoic acid were added. After 1 hour the mixture was washed in succession with sodium bisulphite solution, sodium bicarbonate solution and water. The organic extract was dried over sodium sulphate and evaporated to give an oil. This oil was triturated with t-butyl methyl ether to give a solid which, after recrystallization from ethyl acetate/t-butyl methyl ether, gave 28 mg of 2-(6-acetyl-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)-3-methylpyridine N-oxide of melting point 154°-156° C.

後処理

  1. washAfter 1 hour the mixture was washed in succession with sodium bisulphite solution, sodium bicarbonate solution and water
  2. extractionThe organic extract
  3. dry with materialwas dried over sodium sulphate
  4. customevaporated
  5. customto give an oil
  6. customThis oil was triturated with t-butyl methyl ether
  7. customto give a solid which
  8. customafter recrystallization from ethyl acetate/t-butyl methyl ether

出典と根拠

ORDレコード
ord-1519956922e2441c9bf1fc295b54b7fc
出典データセット
uspto-grants-1992_06
特許番号
US05118694

反応ノート

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