HCID 58136329, compound → HCID 58136335, compound

HRID 1476054Notes

Reaction equation

HRID 1476054 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 on carbon (10%) were added. At RT, the mixture was hydrogenated under an atmosphere of hydrogen at atmospheric pressure overnight. The reaction mixture was then 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 an atmosphere of hydrogen at atmospheric pressure overnight
  3. filtrationThe reaction mixture was then filtered off with suction through kieselguhr
  4. washthe residue was washed with THF
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-096cdfa63d2242a2afb50aa1610919ec
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

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