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Acetic Anhydride → 4-Oxo-5-pentylcyclopent-2-en-1-yl acetate

HRID 568764
ノート
印刷プレビュー

反応式

HRID 568764 の反応式
[OH:1][CH:2]1[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:13](OC(=O)C)(=[O:15])[CH3:14]>C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:13]([O:7][CH:4]1[CH:5]=[CH:6][C:2](=[O:1])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:15])[CH3:14]
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 7918Acetic Anhydride2 回HCID 131761314-Hydroxy-5-pentylcyclopent-2-en-1-one

生成物 1

HCID 140974914-Oxo-5-pentylcyclopent-2-en-1-yl acetate収率 92.9%

試薬・触媒・溶媒 1

HCID 6101p-Toluenesulfonic acid触媒

実験手順

Into a flask equipped with a stirrer and a thermometer, dl-3-hydroxy-2-n-pentyl-4-cyclopentenone (16.8 g), p-toluenesulfonic acid (0.1 g) and acetic anhydride (33.6 g) were charged, and the resultant mixture was stirred at 100° C. for 2 hours. After completion of the reaction, acetic anhydride was removed under reduced pressure, and the residue was extracted with toluene. The toluene layer was washed with 1% sodium bicarbonate solution and water. Toluene was removed from the toluene layer to give dl-3-acetoxy-2-n-pentyl-4-cyclopentenone (19.5 g). Yield, 93%. B.P., 105°-110° C./0.2-0.5 mmHg.

後処理

  1. customInto a flask equipped with a stirrer
  2. customwas removed under reduced pressure
  3. extractionthe residue was extracted with toluene
  4. washThe toluene layer was washed with 1% sodium bicarbonate solution and water
  5. customToluene was removed from the toluene layer

出典と根拠

ORDレコード
ord-b893df4b569e4ebe9b07a933b91b9ca2
出典データセット
uspto-grants-1988_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04729953

反応ノート

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