HCID 67255784, compound → HCID 67254470, compound

HRID 1821797Notes

Reaction equation

HRID 1821797 reaction equation
[C:1]([O:5][C:6](=[O:21])[N:7]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[C:12]([O:19][CH3:20])[CH:11]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:21])[N:7]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([O:19][CH3:20])[CH:11]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 67255784HCID 67255784, compound

Product 1

HCID 67254470HCID 67254470, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a 250 mL Parr apparatus, 0.98 g (3.5 mmol) of (3-methoxy-4-nitro-benzyl)-methylcarbamic acid tert-butyl ester in 40 mL of ethanol was hydrogenated at 2 atm over 300 mg of 10% Pd on carbon for 15 minutes. The catalyst was removed by filtration through a glass fiber filter and the filtrate was concentrated to give a crude product as light yellow oil. 1H NMR (400 MHz, CDCl3): δ 6.69 (m, 3H), 3.95 (s, 2H), 3.84 (s, 3H), 2.8 (m, 2H), 2.75 (s, 3H), 1.51 (s, 9H).

Workup

  1. customThe catalyst was removed by filtration through a glass fiber
  2. filtrationfilter
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6cd31824b478490890ee91f9dd731cdd
Source dataset
uspto-grants-2009_10
Patent number
US07608618B2

Reaction notes

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