Oxygen → HCID 69219940, compound

HRID 1745889Notes

Reaction equation

HRID 1745889 reaction equation
O1C=CC=C1.[C:6]([O:10][CH2:11][CH3:12])(=[O:9])[CH:7]=[CH2:8].C([O-])(=O)C.[Na+].C(CC(=O)C)(=O)C.C(O)(=O)CC.O=O.[O:32]1[CH:36]=[CH:35][CH:34]=[C:33]1[CH:37]=[CH:38][C:39]([O:41][CH2:42][CH3:43])=[O:40]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:11]([O:10][C:6]([CH:7]=[CH:8][C:36]1[O:32][C:33]([CH:37]=[CH:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])=[CH:34][CH:35]=1)=[O:9])[CH3:12]

Participants

9

Reactant 7

HCID 977OxygenHCID 1032Propionic AcidHCID 8029FuranHCID 8821Ethyl AcrylateHCID 31261AcetylacetoneHCID 95368Ethyl 2-furanacrylateHCID 517045Sodium Acetate

Product 1

HCID 69219940HCID 69219940, compound

Reagents, catalysts & solvents 1

HCID 167845palladium(II) acetateCatalyst

Procedure

In a flask, 3 mmol of furan, 1.5 mmol of ethyl acrylate, 0.1 mmol of palladium(II) acetate, 0.02 mmol of H7PMo8V4O40, 0.08 mmol of sodium acetate, 0.1 mmol of acetylacetone, and 5 ml of propionic acid were placed and were stirred at a constant temperature of 50° C. in an atmosphere of oxygen gas at 1 atm (0.1 MPa) for 3 hours. The resulting reaction mixture was analyzed by gas chromatography to find that ethyl 3-(2-furyl)acrylate and 2,5-bis(2-ethoxycarbonylethenyl)furan were produced in yields of 51%0 and 18%, respectively.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-12dc4c9712dd4badb4fb0cfb98cd6450
Source dataset
uspto-grants-2006_03
Patent number
US07019179B2

Reaction notes

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