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

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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)cc1

참가 물질

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온도: 60 °C

실험 절차

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

후처리

additionDilute with acetonitrile
aliquot기록된 절차가 없습니다
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

출처 및 근거

ORD 기록: ord-f286a28e11ea4e0d9ded223144c1b99a
출처 데이터셋: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
원본 링크: 출처 보기

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참가 물질

반응물 2

HCID 121674-Chloroanisole

HCID 27343504-Ethoxycarbonylphenylboronic acid

생성물 1

HCID 2764348Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate수율 0%

시약·촉매·용매 5

HCID 962Water시약

HCID 62657Potassium Phosphate, Tribasic시약

HCID 4643321Di-tert-butylcyclohexylphosphine촉매

HCID 6433264Bis(1,5-cyclooctadiene)nickel촉매

HCID 312751,4-Dioxane용매4회

반응 조건

온도: 60 °C

실험 절차

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

후처리

additionDilute with acetonitrile
aliquot기록된 절차가 없습니다
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

출처 및 근거

ORD 기록: ord-f286a28e11ea4e0d9ded223144c1b99a
출처 데이터셋: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
원본 링크: 출처 보기

반응 노트

불러오는 중…