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

HRID 33413

반응식

HRID 33413 반응식
[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

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 10087FlurenolHCID 516892Sodium Bicarbonate

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4574abed5e3f4c42926a5f9dfb8c0947
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429600B2

연결된 노트

불러오는 중…