Ammonium formate → Diethyl 5-(4-fluorophenoxy)-1,3-benzenedipropanoate

HRID 53328Notes

Reaction equation

HRID 53328 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:20]=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:10]=[C:11]([CH:13]=[CH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:12]=2)=[CH:4][CH:3]=1.C([O-])=O.[NH4+]>[Pd]>[F:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:10]=[C:11]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 53975825HCID 53975825, compound

Product 1

HCID 19962382Diethyl 5-(4-fluorophenoxy)-1,3-benzenedipropanoateYield 70.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Treatment of diethyl 3,3'-[5-(4-fluorophenoxy)-1,3-phenylene]bis-2-propenoate (17.0 g) with ammonium formate (27.85 g) and 10% of palladium on carbon (1.70 g) according to the method of Preparation 12 gave the title compound as an oil (12.12 g), Rf 0.30 (SS 1). Found: C,68.01; H,6.46. C22H25FO5 requires C,68.03; H,6.49%.

Sources & evidence

ORD record
ord-db053f4549434b5fa820e85cee0cd16b
Source dataset
uspto-grants-1997_04
Patent number
US05618941

Reaction notes

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