1,7-Bis(4-nitrophenoxyhexyl)-1,1,3,3,5,5,7,7-octamethyltetrasiloxane → HCID 68756289, compound

HRID 1963761Notes

Reaction equation

HRID 1963761 reaction equation
[N+:1]([C:4]1[CH:47]=[CH:46][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][Si:15]([CH3:45])([CH3:44])[O:16][Si:17]([CH3:43])([CH3:42])[O:18][Si:19]([CH3:41])([CH3:40])[O:20][Si:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-])=O)=[CH:33][CH:32]=2)([CH3:23])[CH3:22])=[CH:6][CH:5]=1)([O-])=O.[H][H]>>[NH2:1][C:4]1[CH:47]=[CH:46][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][Si:15]([CH3:44])([CH3:45])[O:16][Si:17]([CH3:43])([CH3:42])[O:18][Si:19]([CH3:40])([CH3:41])[O:20][Si:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][C:31]2[CH:32]=[CH:33][C:34]([NH2:37])=[CH:35][CH:36]=2)([CH3:22])[CH3:23])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 866652941,7-Bis(4-nitrophenoxyhexyl)-1,1,3,3,5,5,7,7-octamethyltetrasiloxaneHCID 178418361HCID 178418361, compound

Product 1

HCID 68756289HCID 68756289, compoundYield 99.6%

Procedure

2.71 g of the above (2d) (3.73 mmol) and 15 mL of a 10 wt % Pd/C ethyl acetate solution (0.0150 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-aminophenoxyhexyl)-1,1,3,3,5,5,7,7-octamethyltetrasiloxane (3d) (2.47 g, 99% of yield) represented by the following formula. Various measurements were carried out with regard to the obtained (3d), and results are shown below.

Workup

  1. filtrationThe solution was filtrated by Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-5890f447230643379130df4597f6eba5
Source dataset
uspto-grants-2013_04
Patent number
US08415451B2

Reaction notes

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