HCID 67957891, compound → HCID 67958075, compound

HRID 1475675Notes

Reaction equation

HRID 1475675 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2([C:14]([O:16][CH3:17])=[O:15])[CH2:13][CH2:12]2)[CH2:9][CH3:10])=[CH:4][C:3]=1[N+:18]([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:18][C:3]1[CH:4]=[C:5]([CH:8]([C:11]2([C:14]([O:16][CH3:17])=[O:15])[CH2:12][CH2:13]2)[CH2:9][CH3:10])[CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

4

Reactant 1

HCID 67957891HCID 67957891, compound

Product 1

HCID 67958075HCID 67958075, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

224 mg (0.76 mmol) of methyl 1-[1-(4-chloro-3-nitrophenyl)propyl]cyclopropanecarboxylate were dissolved in 48 ml of ethyl acetate, the mixture was inertized with argon and 40 mg of palladium (10% on carbon) were added. At RT, the reaction mixture was stirred under an atmosphere of hydrogen at atmospheric pressure for a total of 24 h. The mixture was then filtered through Celite, the residue was washed thoroughly with ethyl acetate and the combined filtrate was concentrated under reduced pressure. This gave 195 mg of the target compound (96% of theory).

Workup

  1. additionwere added
  2. filtrationThe mixture was then filtered through Celite
  3. washthe residue was washed thoroughly with ethyl acetate
  4. concentrationthe combined filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0c35a4178d544223916a40d1f6ec2bda
Source dataset
uspto-grants-2015_04
Patent number
US09018258B2

Reaction notes

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