HCID 86665295, compound → HCID 68748762, compound

HRID 1963763Notes

Reaction equation

HRID 1963763 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:40]=[CH:41][C:42]=1[N+:43]([O-])=O)[O:5][CH2:6][CH2:7][CH2:8][CH2:9][Si:10]([CH3:39])([CH3:38])[O:11][Si:12]([CH3:37])([CH3:36])[O:13][Si:14]([CH3:35])([CH3:34])[O:15][Si:16]([CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[C:26]([CH3:33])[CH:25]=1)([CH3:18])[CH3:17].[H][H]>>[NH2:43][C:42]1[CH:41]=[CH:40][C:4]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][Si:10]([CH3:39])([CH3:38])[O:11][Si:12]([CH3:36])([CH3:37])[O:13][Si:14]([CH3:35])([CH3:34])[O:15][Si:16]([CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([CH3:33])[CH:25]=2)([CH3:17])[CH3:18])=[CH:3][C:2]=1[CH3:1]

Participants

3

Reactant 2

HCID 86665295HCID 86665295, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68748762HCID 68748762, compoundYield 99.4%

Procedure

2.62 g of the above 2e (3.76 mmol) and 10 mL of a 10 wt % Pd/C ethyl acetate solution (0.0230 g) 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 colorless oily material of 1,7-bis[4-(4-amino-3-methylphenoxy)butyl]-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (3e) (2.38 g, 99% of yield) represented by the following formula. Various measurements were carried out with regard to the obtained (3e), and results are shown below.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e47b85f780e141a3ba430402869b106f
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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