Sulfuric Acid → Methyl 9-hydroxy-9H-fluorene-9-carboxylate

HRID 33413

反応式

HRID 33413 の反応式
[OH:1][C:2]1([C:15]([OH:17])=[O:16])[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.S(=O)(=O)(O)O.[C:23](=O)([O-])O.[Na+]>CO>[OH:1][C:2]1([C:15]([O:17][CH3:23])=[O:16])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[C:9]2[C:14]1=[CH:13][CH:12]=[CH:11][CH:10]=2

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 10087FlurenolHCID 516892Sodium Bicarbonate

生成物 1

HCID 267210Methyl 9-hydroxy-9H-fluorene-9-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

50.4 g (0.223 mol) of 9-hydroxy-9-fluorenecarboxylic acid are dissolved in 500 mL of methanol, combined with 5 mL (0.089 mol) of concentrated sulfuric acid and refluxed for 1 hour. After cooling, 100 mL of sodium hydrogen carbonate solution (about pH 8) are added and the methanol is largely evaporated down. The mixture is extracted with dichloromethane and water, the organic phase is dried and evaporated to dryness. The product is purified by recrystallization from ethyl acetate. Yield: 50.0 g of white crystals (93% of theoretical yield).

後処理

  1. temperaturerefluxed for 1 hour
  2. temperatureAfter cooling
  3. customthe methanol is largely evaporated down
  4. extractionThe mixture is extracted with dichloromethane and water
  5. customthe organic phase is dried
  6. customevaporated to dryness
  7. customThe product is purified by recrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-4574abed5e3f4c42926a5f9dfb8c0947
出典データセット
uspto-grants-2008_09
特許番号
US07429600B2

関連ノート

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