Methyl 4-(4-formylphenyl)benzoate → Methyl 4'-dimethoxymethylbiphenyl-4-carboxylate
Reaction equation
[CH:1]([O-:5])([O-])[O:2][CH3:3].F[C:7](F)(C(F)F)COC1C=CC(C(NCCOC2C=CC(CC(OC3C=CC(C(C)C)=CC=3)C(O)=O)=CC=2)=O)=CN=1.C([C:49]1[CH:54]=[CH:53][C:52]([C:55]2[CH:60]=[CH:59][C:58]([C:61]([O:63][CH3:64])=[O:62])=[CH:57][CH:56]=2)=[CH:51][CH:50]=1)=O>CO>[CH3:7][O:5][CH:1]([O:2][CH3:3])[C:49]1[CH:50]=[CH:51][C:52]([C:55]2[CH:56]=[CH:57][C:58]([C:61]([O:63][CH3:64])=[O:62])=[CH:59][CH:60]=2)=[CH:53][CH:54]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl orthoformate (4.55 ml) and amberlyst 15 (200 mg) were added to a solution of methyl 4′-formylbiphenyl-4-carboxylate (2.00 g) in methanol (20 ml). The mixture was allowed to stand at ambient temperature for 14 hours. The amberlyst was removed by filtration and the filtrate was concentrated under reduced pressure. Excess methyl orthoformate was azeotropicaly evaporated off with toluene.
Workup
- customThe amberlyst was removed by filtration
- concentrationthe filtrate was concentrated under reduced pressure
- customExcess methyl orthoformate was azeotropicaly evaporated off with toluene
Sources & evidence
- ORD record
- ord-5299ffaf70ec48bda4a906fcdeccafc8
- Source dataset
- uspto-grants-2003_03
- Patent number
- US06528525B1
Reaction notes
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