4-Chloroanisole → Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate

反応式

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.C1[C@H]2C[C@H]3C[C@@H]1C[C@@](P([C@]14C[C@H]5C[C@H](C[C@H](C5)C1)C4)[C@]14C[C@H]5C[C@H](C[C@H](C5)C1)C4)(C2)C3.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Ni]>CCOC(=O)c1ccc(-c2ccc(OC)cc2)cc1

参加物

反応条件

温度: 60 °C

実験手順

pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate

後処理

additionDilute with acetonitrile
aliquot手順は記録されていません
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

出典と根拠

ORDレコード: ord-42f81336d0ce41069557281f24c92f0e
出典データセット: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
元リンク: 出典を表示

反応ノート

読み込み中…

参加物

反応物 2

HCID 121674-Chloroanisole

HCID 27343504-Ethoxycarbonylphenylboronic acid

生成物 1

HCID 2764348Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate収率 1%

試薬・触媒・溶媒 5

HCID 962Water試薬

HCID 62657Potassium Phosphate, Tribasic試薬

HCID 6433264Bis(1,5-cyclooctadiene)nickel触媒

HCID 178420722HCID 178420722、化合物触媒

HCID 312751,4-Dioxane溶媒4 回

反応条件

温度: 60 °C

実験手順

pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate

後処理

additionDilute with acetonitrile
aliquot手順は記録されていません
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

出典と根拠

ORDレコード: ord-42f81336d0ce41069557281f24c92f0e
出典データセット: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
元リンク: 出典を表示

反応ノート

読み込み中…