Acetic Anhydride → Ethanone, 1-[4-(acetyloxy)-3-[(acetyloxy)methyl]phenyl]-

HRID 2417886ノート

反応式

HRID 2417886 の反応式
Cl[CH2:2][C:3]1[CH:4]=[C:5]([C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][C:8]=1[OH:9].[C:13]([O-:16])(=[O:15])[CH3:14].[Na+].[C:18](OC(=O)C)(=[O:20])[CH3:19]>C(O)(=O)C>[C:13]([O:16][CH2:2][C:3]1[CH:4]=[C:5]([C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][C:8]=1[O:9][C:18](=[O:20])[CH3:19])(=[O:15])[CH3:14]

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 24048111-[3-(Chloromethyl)-4-hydroxyphenyl]ethan-1-one

生成物 1

HCID 154871Ethanone, 1-[4-(acetyloxy)-3-[(acetyloxy)methyl]phenyl]-

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
95 °C

実験手順

3'-Chloromethyl-4'-hydroxyacetophenone (108 g.) was added to a mixture of anhydrous sodium acetate (54 g.) glacial acetic acid (500 ml.) and acetic anhydride (250 ml.). The mixture was heated at 95° C. for 4 hours, then concentrated by distilling under reduced pressure. The gummy residue was dissolved in water (500 ml.) and the aqueous solution was extracted with chloroform (3×300 ml.). The combined extracts were dried (MgSO4), filtered and evaporated to give a yellow oil. This was distilled under high vacuum to give 3'-acetoxymethyl-4'-acetoxyacetophenone as a colourless viscous liquid (108 g.), b.p. 143°-147° C. (0.3 mm.), which crystallised on cooling to give solid, m.p. 47°-48° C.

後処理

  1. concentrationconcentrated
  2. distillationby distilling under reduced pressure
  3. dissolutionThe gummy residue was dissolved in water (500 ml.)
  4. extractionthe aqueous solution was extracted with chloroform (3×300 ml.)
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated
  8. customto give a yellow oil
  9. distillationThis was distilled under high vacuum

出典と根拠

ORDレコード
ord-4b0ba09fb05b43c9b34584317ed47240
出典データセット
uspto-grants-1984_09
特許番号
US04470997

反応ノート

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