HCID 86211858, compound → HCID 69314397, compound

HRID 2250968Notes

Reaction equation

HRID 2250968 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:15]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:14][C:13]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=3)=[C:12]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>C1COCC1.[Pd]>[NH2:29][C:25]1[CH:24]=[C:23]([C:13]2[C:12]([O:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:11][C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([NH2:1])[CH:5]=3)=[C:15]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:14]=2)[CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 2

HCID 86211858HCID 86211858, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69314397HCID 69314397, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Into a 500 ml three-necked flask equipped with a stirrer, 1,4-bis(3-nitrophenyl)-3,6-di-hexyloxybenzene 9.0 g (17.3 mmol) and 10 wt % palladium activated carbon (Pd/C) 2 g were introduced and dissolved in 200 ml of THF, and then the resulting mixture was reacted for 24 hours at room temperature while filling hydrogen gas therein. After the reaction was completed, the reaction mixture was dried with anhydrous magnesium sulfate, and then solvent was removed to give white crystal. The crystal was dried in a vacuum oven at 40° C. to give 7.0 g of desired product (yield: 88%).

Workup

  1. customInto a 500 ml three-necked flask equipped with a stirrer
  2. customthe resulting mixture was reacted for 24 hours at room temperature
  3. dry with materialthe reaction mixture was dried with anhydrous magnesium sulfate
  4. customsolvent was removed
  5. customto give white crystal
  6. customThe crystal was dried in a vacuum oven at 40° C.

Sources & evidence

ORD record
ord-7889211ce688408bad782603cb7dd70e
Source dataset
uspto-grants-2008_01
Patent number
US07318964B2

Reaction notes

Loading…