HCID 21867058, compound → 6-[4-(3-Aminophenyl)butoxy]hexyl acetate

HRID 857089Notes

Reaction equation

HRID 857089 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]#[C:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-])=O)[CH:17]=1)(=[O:3])[CH3:2]>CCO.O=[Pt]=O>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[CH:17]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 21867058HCID 21867058, compound

Product 1

HCID 218672196-[4-(3-Aminophenyl)butoxy]hexyl acetateYield 103.7%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

6-{[4-(3-Nitrophenyl)but-3-ynyl]oxy}hexyl acetate (2.973 g) was hydrogenated over PtO2 (300 mg) in EtOH over 1 h. The catalyst was removed by filtration and washed with EtOH. The combined filtrate and washings were concentrated under reduced pressure to give the title compound (2.844 g) LCMS RT=3.30 min.

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with EtOH
  3. concentrationThe combined filtrate and washings were concentrated under reduced pressure

Sources & evidence

ORD record
ord-86418d09047148dd989cadad2369ca55
Source dataset
uspto-grants-2006_12
Patent number
US07144908B2

Reaction notes

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