HCID 69421658, compound → HCID 69098969, compound

HRID 1270138Notes

Reaction equation

HRID 1270138 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[N+:19]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pt]=O>[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[NH2:19])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 69421658HCID 69421658, compound

Product 1

HCID 69098969HCID 69098969, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution of [3-(4-Chloro-2-nitro-phenoxy)-propyl]-carbamic acid tert-butyl ester (1.78 g) was hydrogenated in ethanol (50 ml) in presence of Platinum oxide (178 mg) for 2 hours. The mixture was filtrated over a pad of celite and concentrated under vacuum. The crude reaction was purified by flash chromatography to afford [3-(2-Amino-4-chloro-phenoxy)-propyl]-carbamic acid tert-butyl ester (1.39 g, yield=86%) as a viscous oil which solidified slowly:

Workup

  1. filtrationThe mixture was filtrated over a pad of celite
  2. concentrationconcentrated under vacuum
  3. customThe crude reaction
  4. customwas purified by flash chromatography

Sources & evidence

ORD record
ord-1e945d893b5f49dc9132025d8a95b3cc
Source dataset
uspto-grants-2007_04
Patent number
US07202244B2

Reaction notes

Loading…