HCID 58136329, compound → HCID 58136335, compound

HRID 877210Notes

Reaction equation

HRID 877210 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[CH:4][C:3]=1[N+:17]([O-])=O>C(O)C.C1COCC1.[Pd]>[NH2:17][C:3]1[CH:4]=[C:5]([CH2:8][CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH:6]=[CH:7][C:2]=1[F:1]

Participants

5

Reactant 1

HCID 58136329HCID 58136329, compound

Product 1

HCID 58136335HCID 58136335, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

535 mg (2.00 mmol) of tert-butyl(2E)-3-(4-fluoro-3-nitrophenyl)prop-2-enoate were dissolved in 1 ml of ethanol and 1 ml of THF, and 21.3 mg of palladium (10% on carbon) were added. At RT, the mixture was hydrogenated under a hydrogen atmosphere at atmospheric pressure overnight. The reaction mixture was filtered off with suction through kieselguhr, the residue was washed with THF and the filtrate was concentrated. This gave 479 mg (100% of theory) of the title compound.

Workup

  1. customAt RT
  2. customwas hydrogenated under a hydrogen atmosphere at atmospheric pressure overnight
  3. filtrationThe reaction mixture was filtered off with suction through kieselguhr
  4. washthe residue was washed with THF
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-df5b9951438f465f9d113d3f097782bc
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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