Water → Fluorenone-2-carboxylic acid

HRID 1288102

反応式

HRID 1288102 の反応式
C([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9]C=[CH:11][CH:12]=3)[CH2:7][C:6]=2[CH:5]=1)(=O)C.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].C([O:31][C:32](=[O:34])[CH3:33])(=O)C.[OH2:35]>C(O)(=O)C>[CH:16]1[CH:15]=[C:14]2[C:13]3[CH:12]=[CH:11][C:33]([C:32]([OH:31])=[O:34])=[CH:9][C:8]=3[C:7](=[O:35])[C:6]2=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 25408Sodium DichromateHCID 699082-Acetylfluorene

生成物 1

HCID 69913Fluorenone-2-carboxylic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 2-acetylfluorene (86 g.) in acetic acid (1075 ml.) at 60° was treated slowly with sodium dichromate (1020 g.), and then with acetic anhydride (285 ml.). The mixture was heated to reflux with stirring for 3 hours, cooled and poured into water (6 1.), and the precipitate was filtered and washed well with water. This solid was warmed with N-sodium hydroxide (520 ml.) and the mixture was filtered. The aqueous filtrate was washed three times with dichloromethane 63 × 60 ml.) and then heated on the steam-bath and cautiously acidified with hydrochloric acid. The yellow product was filtered, washed well with water and dried in vacuo to give fluorenone-2-carboxylic acid m.p. > 300°.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturecooled
  4. filtrationthe precipitate was filtered
  5. washwashed well with water
  6. temperatureThis solid was warmed with N-sodium hydroxide (520 ml.)
  7. filtrationthe mixture was filtered
  8. washThe aqueous filtrate was washed three times with dichloromethane 63 × 60 ml
  9. temperature) and then heated on the steam-bath
  10. filtrationThe yellow product was filtered
  11. washwashed well with water
  12. customdried in vacuo

出典と根拠

ORDレコード
ord-3ff0b639b1164defb128d69b14a73930
出典データセット
uspto-grants-1976_10
特許番号
US03987088

関連ノート

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