4-[acetyloxy-methyl]benzaldehyde → 4-(Acetoxymethyl)benzoic acid

HRID 2086325ノート

反応式

HRID 2086325 の反応式
[C:1]([O:4][CH2:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=1)(=[O:3])[CH3:2].CC(C)=[O:16].OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[C:1]([O:4][CH2:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]([OH:16])=[O:11])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 5395854-[acetyloxy-methyl]benzaldehydeHCID 131709961Jones' reagent

生成物 1

HCID 70215904-(Acetoxymethyl)benzoic acid

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

4-[acetyloxy-methyl]benzaldehyde (15.3 g, 86.5 mmol) in acetone (250 ml) was then reacted with Jones reagent (33.0 ml, a three-fold excess) while stirring (exothermal reaction). This was stirred for 2 h before filtering out the green solid. The green solid was then dried under reduced pressure and dissolved in ethyl acetate (400 ml) and washed with sodium carbonate solution and water until neutral. After removal of solvent, a crop of yellow crystals (13.3 g) was obtained which was then recrystallised in chloroform-hexane to give a white crystal (3) (12.62 g, 76%). m.p. 120-123° C.; Rf 0.29 (1:1 Hexane-ether v/v).

後処理

  1. custom(exothermal reaction)
  2. stirringThis was stirred for 2 h
  3. filtrationbefore filtering out the green solid
  4. customThe green solid was then dried under reduced pressure
  5. dissolutiondissolved in ethyl acetate (400 ml)
  6. washwashed with sodium carbonate solution and water until neutral
  7. customAfter removal of solvent

出典と根拠

ORDレコード
ord-a91cc8b431de466083e385ec6a3db9f1
出典データセット
uspto-grants-2004_04
特許番号
US06723811B1

反応ノート

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