Water → Acetylfluorene

HRID 484741

反応式

HRID 484741 の反応式
[C:1]1([C:14](O)=[O:15])[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:17][Li].O>O1CCCC1>[C:14]([C:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1)(=[O:15])[CH3:17]

参加物

5

反応物 3

HCID 962WaterHCID 80468Fluorene-1-carboxylic acidHCID 178418348HCID 178418348、化合物

生成物 1

HCID 13520055Acetylfluorene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 108 g. of 1-fluorenecarboxylic acid in 2 liters of dry tetrahydrofuran cooled to -78° C. by means of an external dry ice/acetone bath were added 2 moles of methyl lithium (6 molar solution in diethyl ether). The reaction was stirred at room temperature for 3 hours and then poured into 3 liters of water. The layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and evaporated in vacuo. The residue was chromatographed over silica gel. The appropriate fractions were combined and evaporated to dryness. Recrystallization of the residue from ethyl acetate/hexane gave 1-acetylfluorene, m.p. 84°-87° C.

後処理

  1. customThe layers were separated
  2. extractionthe aqueous layer was extracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue was chromatographed over silica gel
  6. customevaporated to dryness
  7. customRecrystallization of the residue from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-736bd308c97f4f2e9ec527ec9f736045
出典データセット
uspto-grants-1985_08
特許番号
US04533670

関連ノート

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