HCID 86665299, compound → HCID 68751515, compound

HRID 1963771Notes

Reaction equation

HRID 1963771 reaction equation
[Cl:1][C:2]1[CH:42]=[C:41]([N+:43]([O-])=O)[CH:40]=[CH:39][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][CH2:8][Si:9]([CH3:38])([CH3:37])[O:10][Si:11]([CH3:36])([CH3:35])[O:12][Si:13]([CH3:34])([CH3:33])[O:14][Si:15]([CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][C:24]=1[Cl:32])([CH3:17])[CH3:16].[H][H]>[Pd]>[NH2:29][C:26]1[CH:27]=[CH:28][C:23]([O:22][CH2:21][CH2:20][CH2:19][CH2:18][Si:15]([CH3:16])([CH3:17])[O:14][Si:13]([CH3:34])([CH3:33])[O:12][Si:11]([CH3:36])([CH3:35])[O:10][Si:9]([CH2:8][CH2:7][CH2:6][CH2:5][O:4][C:3]2[CH:39]=[CH:40][C:41]([NH2:43])=[CH:42][C:2]=2[Cl:1])([CH3:37])[CH3:38])=[C:24]([Cl:32])[CH:25]=1

Participants

4

Reactant 2

HCID 86665299HCID 86665299, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68751515HCID 68751515, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

0.936 g of the above (2h) (1.38 mmol) and 10 mL of a 10 wt % Pd/C (0.0469 g) ethyl acetate solution were mixed, and stirred for 2 days in a hydrogen atmosphere at room temperature. The solution was filtrated by Celite and then concentrated to obtain a brown oily material of 1,7-bis[4-(4-amino-2-chlorophenoxy)butyl]-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (3h) (0.860 g, 99% of yield) represented by the following formula. Various measurements were carried out with regard to the obtained (3h), and results are shown below.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-62ab4067d434493a9e9f52e5bd7a892c
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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