Hydrochloric Acid → HCID 22261765, compound

HRID 1610232Notes

Reaction equation

HRID 1610232 reaction equation
[C:1]([O:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:8]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:7]=1[C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)(=O)C.Cl>CO>[F:28][C:25]1[CH:24]=[CH:23][C:22]([C:7]2[C:8]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:10][C:6]=2[CH2:5][O:4][CH3:1])=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22262111HCID 22262111, compound

Product 1

HCID 22261765HCID 22261765, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 5-[(acetoxy)methyl]-4-(4-fluorophenyl)-2-phenylfuran-3-carboxylate (4.020 g, 10.51 mmol) and a solution (50 ml) of 10% hydrogen chloride in methanol was stirred at room temperature for 2.5 days. The solvent of the reaction solution was evaporated under reduced pressure and the obtained crude product was purified by silica gel column chromatography (hexane/ethyl acetate=9/1) to give the objective substance.

Workup

  1. customThe solvent of the reaction solution was evaporated under reduced pressure
  2. customthe obtained crude product
  3. customwas purified by silica gel column chromatography (hexane/ethyl acetate=9/1)
  4. customto give the objective substance

Sources & evidence

ORD record
ord-8a2a8d44a66243d28803f12eb3b709db
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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