4-Chloroanisole → Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate
Reaction equation
CCOC(=O)c1ccc(B(O)O)cc1.COc1ccc(Cl)cc1>C1=C\CC/C=C\CC/1.C1=C\CC/C=C\CC/1.C1COCCO1.CC(C)(C)P(C1CCCCC1)C(C)(C)C.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Ni]>CCOC(=O)c1ccc(-c2ccc(OC)cc2)cc1Participants
8
Reactant 2
Product 1
Reagents, catalysts & solvents 5
Conditions
- Temperature
- 60 °C
Procedure
pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate
Workup
- additionDilute with acetonitrile
- aliquotNo procedure recorded
- customDiluent solution was made in 1 L batches with 950 mL acetonitrile, 25 mL water, 25 mL glacial acetic acid, and 53 mg 4,4’-di-tert-butylbiphenyl as an external standard (0.2 equiv standard per reaction). Aliquot taken from each well (47 ul) is added into 753 ul of diluent solution
Sources & evidence
- ORD record
- ord-f286a28e11ea4e0d9ded223144c1b99a
- Source dataset
- Ni-catalyzed Suzuki Miyaura cross-coupling
- Original link
- View source
Reaction notes
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