1,1'-Biphenyl, 4-(bromomethyl)- → Methyl 6-(4-biphenylylmethoxy)nicotinate

HRID 1356446Notes

Reaction equation

HRID 1356446 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[C:12]1([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:17]=[CH:16][C:15]([CH2:18]Br)=[CH:14][CH:13]=1>C(=O)([O-])[O-].[Ag+2].C1(C)C=CC=CC=1>[C:12]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:13]=[CH:14][C:15]([CH2:18][O:1][C:2]2[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 2

HCID 2577161,1'-Biphenyl, 4-(bromomethyl)-HCID 178498304HCID 178498304, compound

Product 1

HCID 18508353Methyl 6-(4-biphenylylmethoxy)nicotinate

Reagents, catalysts & solvents 2

HCID 178418647HCID 178418647, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

The mixture of methyl 6-hydroxynicotinate (6 g), 4-biphenylylmethyl bromide (7.7 g), silver carbonate (4.8 g), and toluene (60 ml) was stirred at 50° C. for 12 hr. The reaction mixture was further stirred at 100° C. for 6 hr and filtrated.

Workup

  1. stirringThe reaction mixture was further stirred at 100° C. for 6 hr
  2. filtrationfiltrated

Sources & evidence

ORD record
ord-6e187bd992304e61ba81b759bbab9fd6
Source dataset
uspto-grants-2003_07
Patent number
US06586475B1

Reaction notes

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