HCID 86710037, compound → HCID 86710038, compound

HRID 1468267Notes

Reaction equation

HRID 1468267 reaction equation
[F:1][C:2]1([F:15])[CH2:7][CH2:6][CH:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:4][CH2:3]1.[H][H]>C(O)C.[Pd]>[F:1][C:2]1([F:15])[CH2:3][CH2:4][CH:5]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 86710037HCID 86710037, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86710038HCID 86710038, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl(E)-3-(4,4-difluorocyclohexyl)acrylate (520 mg, 2.39 mmol) obtained in step 1 was dissolved in ethanol (8.0 mL), and 10% palladium/carbon (containing water) (200 mg) was added. After displacing inside of the reaction vessel with hydrogen gas, the reaction mixture was stirred overnight at room temperature. The reaction mixture was filtered through Celite (registered trademark), and the solvent was evaporated under reduced pressure to give ethyl 3-(4,4-difluorocyclohexyl)propionate (522 mg, yield 99%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite (registered trademark)
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a47dba7b310e417397fbedbca9f34863
Source dataset
uspto-grants-2015_04
Patent number
US09000186B2

Reaction notes

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