HCID 86665297, compound → HCID 68751464, compound

HRID 1963767Notes

Reaction equation

HRID 1963767 reaction equation
[F: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[F:32])([CH3:17])[CH3:16]>[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[F:1])([CH3:37])[CH3:38])=[C:24]([F:32])[CH:25]=1

Participants

3

Reactant 1

HCID 86665297HCID 86665297, compound

Product 1

HCID 68751464HCID 68751464, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2.18 g of the above (2f) (3.09 mmol) and 10 mL of a 10 wt % of Pd/C (0.0233 g) ethyl acetate solution were 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 1,7-bis[4-(4-amino-2-fluorophenoxy)butyl]-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (30 (1.98 g, 99% of yield) represented by the following formula. Various measurements were carried out with regard to the obtained (3f), and results are shown below.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e2402a20cc244ea9bf95dccc06187329
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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