HCID 22915413, compound → HCID 22915420, compound

HRID 1377774Notes

Reaction equation

HRID 1377774 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[O:11][C:10]([C:12]3[C:15](Cl)(Cl)[C:14](=[O:18])[CH:13]=3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1>C(O)(=O)C.[Zn]>[F:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[O:11][C:10]([C:12]3[CH2:15][C:14](=[O:18])[CH:13]=3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 22915413HCID 22915413, compound

Product 1

HCID 22915420HCID 22915420, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

To a stirred suspension of 3-[5-(4-fluorophenoxy)-2-furyl]-4,4-dichloro-2-cyclobutenone (6.4 g; 20 mM) in acetic acid (25 ml) was added zinc dust (6.5 g; 100 mM) at room temperature. After stirring for 2 hr, zinc was filtered off. The filtrate was evaporated in vacuo. The residue was purified by flash column (SiO2) eluting with ethyl acetate-n-hexane (1:7) to give 2.2 g (yield 45%) of subtitle compound.

Workup

  1. filtrationzinc was filtered off
  2. customThe filtrate was evaporated in vacuo
  3. customThe residue was purified by flash column (SiO2)
  4. washeluting with ethyl acetate-n-hexane (1:7)

Sources & evidence

ORD record
ord-f769eb297d5e4f02a9f7ce6bd6c819e3
Source dataset
uspto-grants-1997_09
Patent number
US05665768

Reaction notes

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