4-Benzoyloxy-1-hydroxy-1-hexene-3,5-dione → 3-(Benzoyloxy)-2-methyl-4H-pyran-4-one

HRID 466291ノート

反応式

HRID 466291 の反応式
[C:1]([O:9][CH:10]([C:16](=[O:18])[CH3:17])[C:11](=[O:15])[CH:12]=[CH:13]O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C>[C:1]([O:9][C:10]1[C:11](=[O:15])[CH:12]=[CH:13][O:18][C:16]=1[CH3:17])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 1

HCID 679144844-Benzoyloxy-1-hydroxy-1-hexene-3,5-dione

生成物 1

HCID 802553-(Benzoyloxy)-2-methyl-4H-pyran-4-one収率 81.2%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

4-Benzoyloxy-1-hydroxy-1-hexene-3,5-dione (54.20 g, 218 mmol) is refluxed for 2 hours in 400 ml of acetic acid, the reaction mixture is concentrated at 40° C. on a rotary evaporator, the residue is dissolved in 500 ml of dichloromethane and washed twice with 300 ml of saturated sodium bicarbonate solution. The organic phase is dried over magnesium sulphate, concentrated on a rotary evaporator and gives 40.75 g (81.2%) of 3-benzoyloxy-2-methyl-4-pyrone, content 73%, m.p.: 106°-110° C.

後処理

  1. concentrationthe reaction mixture is concentrated at 40° C. on a rotary evaporator
  2. dissolutionthe residue is dissolved in 500 ml of dichloromethane
  3. washwashed twice with 300 ml of saturated sodium bicarbonate solution
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. concentrationconcentrated on a rotary evaporator

出典と根拠

ORDレコード
ord-aa88a1ecf2094c7c8172c733bf03ed99
出典データセット
uspto-grants-1992_10
特許番号
US05155254

反応ノート

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