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Methyl 4-(4-formylphenyl)benzoate → Methyl 4'-dimethoxymethylbiphenyl-4-carboxylate

HRID 1860007
Notes
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Reaction equation

HRID 1860007 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]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 4321323Methyl 4-(4-formylphenyl)benzoateHCID 18625926HCID 18625926, compoundHCID 53629101Methylorthoformate

Product 1

HCID 18625704Methyl 4'-dimethoxymethylbiphenyl-4-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. customThe amberlyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customExcess methyl orthoformate was azeotropicaly evaporated off with toluene

Sources & evidence

ORD record
ord-5299ffaf70ec48bda4a906fcdeccafc8
Source dataset
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06528525B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes