1,5-Bis[4-(4-nitrophenoxy)butyl]-1,1,3,3,5,5-hexamethyltrisiloxane → HCID 68747236, compound

HRID 1963765Notes

Reaction equation

HRID 1963765 reaction equation
[N+:1]([C:4]1[CH:39]=[CH:38][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][Si:13]([CH3:37])([CH3:36])[O:14][Si:15]([CH3:35])([CH3:34])[O:16][Si:17]([CH2:20][CH2:21][CH2:22][CH2:23][O:24][C:25]2[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=2)([CH3:19])[CH3:18])=[CH:6][CH:5]=1)([O-])=O>[Pd]>[NH2:31][C:28]1[CH:29]=[CH:30][C:25]([O:24][CH2:23][CH2:22][CH2:21][CH2:20][Si:17]([CH3:19])([CH3:18])[O:16][Si:15]([CH3:35])([CH3:34])[O:14][Si:13]([CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:39][CH:38]=2)([CH3:36])[CH3:37])=[CH:26][CH:27]=1

Participants

3

Reactant 1

HCID 866652961,5-Bis[4-(4-nitrophenoxy)butyl]-1,1,3,3,5,5-hexamethyltrisiloxane

Product 1

HCID 68747236HCID 68747236, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1,5-bis[4-(4-nitrophenoxy)butyl]-1,1,3,3,5,5-hexamethyltrisiloxane (2.79 g; 4.69 mmol) (2c) and 15 mL of a 10 wt % Pd/C (0.0262 g) ethyl acetate solution was mixed, and stirred for 2 days in a nitrogen atmosphere at room temperature. The solution was filtrated by Celite and then concentrated to obtain a colorless oily material of 1,5-bis[4-(4-aminophenoxy)butyl]-1,1,3,3,5,5-hexamethyltrisiloxane (3b) (2.48 g, 99% of yield) represented by the following formula.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a5ac0af0ee1540ed95f52216a25c0f8e
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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