HCID 23525789, compound → HCID 23525778, compound

HRID 2415285Notes

Reaction equation

HRID 2415285 reaction equation
[C:1]([O:5][C:6](=[O:23])[N:7]([CH:20]([CH3:22])[CH3:21])[CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:23])[N:7]([CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=1)[CH:20]([CH3:21])[CH3:22])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 23525789HCID 23525789, compound

Product 1

HCID 23525778HCID 23525778, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of isopropyl-[2-(4-nitro-penoxy)-ethyl]-carbamic acid tert-butyl ester (8.3 g, 25.58 mmol) (from step B above) and 600 mg of 10% palladium-on-carbon in ethanol (100 mL) was hydrogenated at 20 psi in a Parr shaker for 1 hour. The mixture was filtered through Celite™ and the solvent evaporated to give 7.46 g (99%) of [2-(4-amino-phenoxy)-ethyl]-isopropyl-carbamic acid tert-butyl ester.

Workup

  1. filtrationThe mixture was filtered through Celite™
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-56e4ec5fc6a84ca28599e2327e498f2f
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

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