HCID 58136345, compound → HCID 58136315, compound

HRID 877208Notes

Reaction equation

HRID 877208 reaction equation
[CH3:1][C:2]1[C:18]([N+:19]([O-])=O)=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][C:5]1([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:7][CH2:6]1>C(O)C.[Pd]>[NH2:19][C:18]1[C:2]([CH3:1])=[C:3]([CH:15]=[CH:16][CH:17]=1)[CH2:4][C:5]1([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:7][CH2:6]1

Participants

4

Reactant 1

HCID 58136345HCID 58136345, compound

Product 1

HCID 58136315HCID 58136315, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

765 mg (2.63 mmol) of tert-butyl 1-(2-methyl-3-nitrobenzyl)cyclopropanecarboxylate were dissolved in 5 ml of ethanol, and 139.7 mg (0.13 mmol) of palladium (10% on carbon) were added. At RT, the mixture was hydrogenated at atmospheric pressure for 2 h. The reaction mixture was filtered off with suction through kieselguhr, the residue was washed with THF and the filtrate was concentrated. This gave 680 mg (99.1% of theory) of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered off with suction through kieselguhr
  2. washthe residue was washed with THF
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-96615ca5774f434d98884be323f48210
Source dataset
uspto-grants-2015_03
Patent number
US08987256B2

Reaction notes

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