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Toluene → 1-methoxy-2-oxabicyclo[3.3.0]octane

HRID 2113244
ノート
印刷プレビュー

反応式

HRID 2113244 の反応式
[C:1]1(C)C=CC=CC=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C([O:28][CH2:29][CH2:30][CH:31]1[CH2:35][CH2:34][CH2:33][C:32]1=[O:36])(=O)C>CO>[CH3:1][O:36][C:32]12[CH2:33][CH2:34][CH2:35][CH:31]1[CH2:30][CH2:29][O:28]2
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1140TolueneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 11116481HCID 11116481、化合物

生成物 1

HCID 103517951-methoxy-2-oxabicyclo[3.3.0]octane収率 95%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A reaction vessel was charged with 21 parts of anhydrous toluene, 0.6 parts of methanol, 0.2 part of pyridinium paratoluene sulfonate (PPTS), 2.0 parts of 2-(2-acetoxyethyl)cyclopentanone (8) obtained in Preparation Example 1 at room temperature. The mixture was refluxed for seven hours with stirring. After the reaction, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=19:1) to obtain 1.6 parts of 1-methoxy-2-oxabicyclo[3.3.0]octane (9) (yield: 95%).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. customobtained in Preparation Example 1 at room temperature
  2. temperatureThe mixture was refluxed for seven hours
  3. customAfter the reaction
  4. filtrationthe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=19:1)

出典と根拠

ORDレコード
ord-dee7a8fcf4544cc6b84b1b90e4fb64f7
出典データセット
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07524978B2

反応ノート

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