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

HRID 485702

Reaction equation

HRID 485702 reaction equation
[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.Cl.[CH3:19]O>>[CH3:19][O:16][C:15]([C:2]1([OH:1])[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)=[O:17]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 10087Flurenol

Product 1

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

Procedure

9-Hydroxy-9H-fluorene-9-carboxylic acid (Aldrich Chemical, Inc.) (20.0 g, 88.4 mmol) was added to 100 mL methanol saturated with hydrogen chloride and mixture was stirred at reflux for 4 h. The crystalline material obtained on cooling was collected by filtration and washed with cold 1:1 ethyl acetate/hexane to provide after drying (1), 15.8 g (74%).

Workup

  1. temperatureat reflux for 4 h
  2. customThe crystalline material obtained
  3. temperatureon cooling
  4. filtrationwas collected by filtration
  5. washwashed with cold 1:1 ethyl acetate/hexane
  6. customto provide
  7. dry with materialafter drying (1), 15.8 g (74%)

Sources & evidence

ORD record
ord-9ffad41ed7b441e793e76f32ace11b60
Source dataset
uspto-grants-1985_08
Patent number
US04537892

Linked notes

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