Methane → HCID 70232632, compound

HRID 2120322Notes

Reaction equation

HRID 2120322 reaction equation
[C:1]([O:11][CH:12]([CH2:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([N+:32]([O-])=O)=[CH:28][CH:27]=1)[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=1)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C>[Fe].O1CCOCC1>[C:1]([O:11][CH:12]([CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([NH2:21])=[CH:19][CH:20]=1)[CH2:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=1)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 297MethaneHCID 86584392HCID 86584392, compound

Product 1

HCID 70232632HCID 70232632, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

34.8 g (0.075 mole) of 1,3-bis (4-nitrophenoxy)-2-propyl cinnamate, 15 g of carbon black containing 5% Pt and 2% iron (product with water content of approximately 50%), and 300 ml of 1,4-dioxane were placed in a reaction vessel (hydrogenating apparatus). And stirring was conducted by heating at 60° C. under a hydrogen atmosphere. In approximately 8 hours, 10.8 L of hydrogen was absorbed and the reaction was completed when the absorption of hydrogen stopped. Then the reacted solution was separated by filtration for removing the catalyst and the filtrate was concentrated. 30.3 g of 1,3-bis (4-aminophenoxy)-2-propyl cinnamate was yielded. The exothermic peak temperature was 230° C.

Workup

  1. custom10.8 L of hydrogen was absorbed
  2. customthe absorption of hydrogen
  3. customThen the reacted solution was separated by filtration
  4. customfor removing the catalyst
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5ade9ebbcc484fcaa583b8b0ec05586e
Source dataset
uspto-grants-2004_02
Patent number
US06689899B2

Reaction notes

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