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

HRID 2086325노트

반응식

HRID 2086325 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 70215904-(Acetoxymethyl)benzoic acid

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a91cc8b431de466083e385ec6a3db9f1
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06723811B1

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