HCID 86665298, compound → HCID 68751466, compound

HRID 1963769Notes

Reaction equation

HRID 1963769 reaction equation
[F: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]([F:33])[CH:25]=1)([CH3:18])[CH3:17].[H][H]>[Pd]>[NH2:30][C:27]1[CH:28]=[CH:29][C:24]([O:23][CH2:22][CH2:21][CH2:20][CH2:19][Si:16]([CH3:17])([CH3:18])[O:15][Si:14]([CH3:35])([CH3:34])[O:13][Si:12]([CH3:37])([CH3:36])[O:11][Si:10]([CH2:9][CH2:8][CH2:7][CH2:6][O:5][C:4]2[CH:40]=[CH:41][C:42]([NH2:43])=[C:2]([F:1])[CH:3]=2)([CH3:38])[CH3:39])=[CH:25][C:26]=1[F:33]

Participants

4

Reactant 2

HCID 86665298HCID 86665298, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68751466HCID 68751466, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1.66 g of the above (2g) (2.35 mmol) and 10 mL of a 10 wt % Pd/C (0.0275 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 colorless oily material of 1,7-bis[4-(4-amino-3-fluorophenoxy)butyl]-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (3g) (1.51 g, 99% of yield) represented by the following formula. Various measurements were carried out with regard to the obtained (3 g), and results are shown below.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-ea4b2e25cfb84e7f9d01e86055d2ca51
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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