Methane → HCID 70232632, compound

HRID 380725Notes

Reaction equation

HRID 380725 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-e7a716ce07b6441391b0fee2c31c0c31
Source dataset
uspto-grants-2001_10
Patent number
US06303742B1

Reaction notes

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