HCID 58481568, compound → HCID 58481541, compound

HRID 509168Notes

Reaction equation

HRID 509168 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([CH:9]2[C:13](=[O:14])[CH:12]=[CH:11][C:10]2=[O:15])=[C:4]([CH3:16])[CH:3]=1>C(O)(=O)C.[Zn]>[F:1][C:2]1[CH:3]=[C:4]([CH3:16])[C:5]([CH:9]2[C:13](=[O:14])[CH2:12][CH2:11][C:10]2=[O:15])=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 1

HCID 58481568HCID 58481568, compound

Product 1

HCID 58481541HCID 58481541, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
27.5 °C

Procedure

To a solution of 2-(4-fluoro-2,6-dimethylphenyl)cyclopent-4-ene-1,3-dione (2.9 g, 13.3 mmol) in acetic acid (116 ml) is added zinc powder (6 g, 91.7 mmol) at 25-30° C. The resulting solution is stirred at 25-30° C. for 16 hours. The reaction mixture is then filtered through diatomaceous earth and concentrated to give a crude product (2.9 g) which is used for the next step.

Workup

  1. filtrationThe reaction mixture is then filtered through diatomaceous earth
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7cebdb03cf494a1d86896829ba101212
Source dataset
uspto-grants-2015_08
Patent number
US09096560B2

Reaction notes

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