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m-Chloroperbenzoic acid → 3-(2-methyl-2-oxiranylmethyl)-3H-benzoxazol-2-one

HRID 856126
ノート
印刷プレビュー

反応式

HRID 856126 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][C:13](=[CH2:25])[CH2:14][N:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[O:17][C:16]1=[O:24]>C(Cl)Cl>[CH3:25][C:13]1([CH2:14][N:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[O:17][C:16]2=[O:24])[CH2:12][O:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 230812413-(2-methyl-2-propenyl)-3H-benzoxazol-2-one

生成物 1

HCID 230815373-(2-methyl-2-oxiranylmethyl)-3H-benzoxazol-2-one収率 99%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

m-Chloroperbenzoic acid (1.66 g, 9.65 mmol) was added to a mixture of 3-(2-methyl-2-propenyl)-3H-benzoxazol-2-one (1.66 g, 8.77 mmol) in methylene chloride (30 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature overnight. The reaction mixture was filtered, and the filtrate was washed with a 20% sodium sulfite aqueous solution, saturated sodium bicarbonate aqueous solution and brine, and dried over magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was treated with methylene chloride/n-hexane, and the resulting precipitates were collected by filtration to afford 3-(2-methyl-2-oxiranylmethyl)-3H-benzoxazol-2-one (1.78 g, yield 99%) as a white powder.

後処理

  1. temperaturewhile cooling in an ice-bath
  2. filtrationThe reaction mixture was filtered
  3. washthe filtrate was washed with a 20% sodium sulfite aqueous solution, saturated sodium bicarbonate aqueous solution and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. additionThe residue was treated with methylene chloride/n-hexane
  8. customthe resulting precipitates
  9. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-11e6e1350b064307a9548d1f0ac4d730
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07262212B2

反応ノート

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