2-Methylbenzonitrile → 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

HRID 1490931노트

반응식

HRID 1490931 반응식
Cc1ccccc1C#N>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC(C)(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>Cc1cc(B2OC(C)(C)C(C)(C)O2)ccc1C#N.Cc1ccc(B2OC(C)(C)C(C)(C)O2)cc1C#N

참가 물질

7

반응물 1

HCID 107212-Methylbenzonitrile

생성물 2

HCID 451585202-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile수율 52%HCID 532167692-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile수율 40%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 42491874,4'-Di-tert-butyl-2,2'-bipyridyl시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매HCID 15413tert-Butyl methyl ether용매

반응 조건

온도
25 °C

실험 절차

General procedure C was applied to 2-methylbenzonitrile 15g(47mg, 0.4mmol). The reaction mixture was stirredat room temperature for 16hours giving a conversion of >99% (GCMS) and 16g, 17gand 18in a 52:40:8 mixture (1H NMR spectrum).

출처 및 근거

ORD 기록
ord-88cb193daa5046a39bc40e3f108fe721
출처 데이터셋
Borylation dataset from Roche

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