Methane → 2-Propanol, 1,3-bis(p-aminophenoxy)-

HRID 2120323Notes

Reaction equation

HRID 2120323 reaction equation
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][CH2:9][CH:10]([OH:22])[CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)=[CH:6][CH:5]=1)([O-])=O.C>[Pd].O1CCOCC1>[NH2:19][C:16]1[CH:15]=[CH:14][C:13]([O:12][CH2:11][CH:10]([OH:22])[CH2:9][O:8][C:7]2[CH:23]=[CH:24][C:4]([NH2:1])=[CH:5][CH:6]=2)=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 297MethaneHCID 459027HCID 459027, compound

Product 1

HCID 2128492-Propanol, 1,3-bis(p-aminophenoxy)-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A 33.4 g (0.1 mole)-viscous liquid of 1,3-bis (4-nitrophenoxy)-2-propyl alcohol obtained in Example 6, 3 g of activated charcoal powder containing 5% Pd, and 250 ml of 1,4-dioxane were placed in a reaction vessel (hydrogenating apparatus). And the reaction mixtures were heated at 60° C. under a hydrogen atmosphere. In approximately 8 hours, 14.4 L of hydrogen was absorbed and the reaction was completed when the absorption of hydrogen stopped. Then the reacted solution was separated by filtration and the filtrate was concentrated for removing the catalyst. 27.4 g of 1,3-bis (4-aminophenoxy)-2-propyl alcohol was obtained.

Workup

  1. customwere placed in a reaction vessel
  2. customAnd the reaction mixtures
  3. custom14.4 L of hydrogen was absorbed
  4. customthe absorption of hydrogen
  5. customThen the reacted solution was separated by filtration
  6. concentrationthe filtrate was concentrated
  7. customfor removing the catalyst

Sources & evidence

ORD record
ord-5e79d28f8b524de8a336aed173eaa7ec
Source dataset
uspto-grants-2004_02
Patent number
US06689899B2

Reaction notes

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