p-Toluenesulfonic acid → 3-Phenyl-2,4-pentanedione

HRID 1995611ノート

反応式

HRID 1995611 の反応式
B(F)(F)F.[C:5]([OH:8])(=O)[CH3:6].[C:9]1([CH2:15][C:16](=[O:18])[CH3:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(OC(=O)C)(=O)C.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:9]1([CH:15]([C:5](=[O:8])[CH3:6])[C:16](=[O:18])[CH3:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

5

反応物 4

HCID 6101p-Toluenesulfonic acidHCID 7678PhenylacetoneHCID 7918Acetic AnhydrideHCID 61423Hydrogen (acetato-O)trifluoroborate(1-)

生成物 1

HCID 2334023-Phenyl-2,4-pentanedione

実験手順

Boron trifluoride-acetic acid (36%, 34.8 grams) was added with stirring dropwise to a solution of phenylacetone (4.46 grams), acetic anhydride, and para-toluenesulfonic acid (0.6 grams) in a water bath at room temperature. After stirring over night, a solid precipitate formed which was collected and washed with water and then refluxed in 100 ml water and sodium acetate (9.0 grams) for 2-3 hours. The original reaction mixture was also heated with 200 ml water and sodium acetate (13.5 grams) for the same period. Both mixtures were separately extracted with ether and then washed with saturated sodium bicarbonate solution to remove any acid. The ether portions were dried and then evaporated in vacuo leaving an oil which solidified, yield 1.4 grams, m.p. 40°-52° C.

後処理

  1. customa solid precipitate formed which
  2. customwas collected
  3. washwashed with water
  4. temperaturerefluxed in 100 ml water
  5. temperatureThe original reaction mixture was also heated with 200 ml water and sodium acetate (13.5 grams) for the same period
  6. extractionBoth mixtures were separately extracted with ether
  7. washwashed with saturated sodium bicarbonate solution
  8. customto remove any acid
  9. dry with materialThe ether portions were dried
  10. customevaporated in vacuo
  11. customleaving an oil which

出典と根拠

ORDレコード
ord-023edeed29bc4070821ab5ca36de9237
出典データセット
uspto-grants-1983_09
特許番号
US04405552

反応ノート

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