Hydrochloric Acid → HCID 86590076, compound

HRID 2416359Notes

Reaction equation

HRID 2416359 reaction equation
[O:1]=O.[C:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]2[CH:27]=[C:26]3[C:18]([C:19]4[CH:20]=[CH:21][C:22]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:23][C:24]=4[CH2:25]3)=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)(=[O:5])[CH3:4].[OH-].[K+].Cl>CC(=O)CC>[C:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]2[CH:27]=[C:26]3[C:18]([C:19]4[C:24](=[CH:25]3)[C:23](=[O:1])[C:22]([O:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:21][CH:20]=4)=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)(=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 977OxygenHCID 14797Potassium HydroxideHCID 22630254HCID 22630254, compound

Product 1

HCID 86590076HCID 86590076, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Oxygen was blown into a solution comprising 4-(2-(2-pentyloxyfluorene-7-yl)ethyl)phenyl acetate (4.2 g), powdery potassium hydroxide (1.0 g) and 2-butanone (80 mL) for one hour while refluxing by heating, and the solution was further stirred at a room temperature for one hour. A hydrochloric acid aqueous solution was added thereto, and then the product was extracted with chloroform to dry the chloroform layer on anhydrous magnesium sulfate. A residue obtained by distilling the solvent off from this organic layer was purified by means of column chromatography (silica gel, eluting solvent: toluene) to obtain 4-(2-(2-pentyloxyfluorenone-7-yl)ethyl)phenyl acetate (2.3 g).

Workup

  1. temperaturewhile refluxing
  2. temperatureby heating
  3. extractionthe product was extracted with chloroform
  4. dry with materialto dry the chloroform layer on anhydrous magnesium sulfate
  5. customA residue obtained
  6. distillationby distilling the solvent off from this organic layer
  7. customwas purified by means of column chromatography (silica gel, eluting solvent: toluene)

Sources & evidence

ORD record
ord-0dc93ad15c8f4f4c83a47befb3e73ba1
Source dataset
uspto-grants-2004_11
Patent number
US06824709B2

Reaction notes

Loading…