4-Chloroanisole → 4'-Methoxy-2,4,6-trimethylbiphenyl

反応式

COc1ccc(Cl)cc1.Cc1cc(C)c(B(O)O)c(C)c1>C1=C\CC/C=C\CC/1.C1=C\CC/C=C\CC/1.C1COCCO1.COc1ccc(C)c(-c2c(C(C)C)cc(C(C)C)cc2C(C)C)c1P(C(C)(C)C)C(C)(C)C.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Ni]>COc1ccc(-c2c(C)cc(C)cc2C)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-94d61afc766444989347717a39af31a9
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 2921842,4,6-Trimethylbenzeneboronic acid

生成物 1

HCID 108788734'-Methoxy-2,4,6-trimethylbiphenyl収率 0%

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 56641709(2',4'-Diisopropyl-3-methoxy-6-methyl-6'-propyl-2-biphenylyl)[bis(2-methyl-2-propanyl)]phosphine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-94d61afc766444989347717a39af31a9
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…