HCID 53862169, compound → 2-(Cyclopropylmethoxy)aniline

HRID 1776476Notes

Reaction equation

HRID 1776476 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[N+:12]([O-])=O)[CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH2:12])[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 53862169HCID 53862169, compound

Product 1

HCID 196269232-(Cyclopropylmethoxy)anilineYield 90.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-(cyclopropylmethoxy)-2-nitrobenzene (1.352 g, 7.00 mmol) and 10% Pd/C (0.140 g, 0.132 mmol) in MeOH (30 ml) was hydrogenated at 20 psi for 1 hour. The catalyst was filtered off, and the solvent was removed affording 2-(cyclopropylmethoxy)aniline (1.03 g, 6.31 mmol, 90% yield, MS/ESI+ 164.0 [MH]+) that was used in the next step without further purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-871ba8c2cc7d41778ba4239b3f26d270
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

Loading…