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2-Chlorotoluene → 2-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490929
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인쇄 미리보기

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HRID 1490929 반응식
Cc1ccccc1Cl>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)ccc1Cl.Cc1ccc(B2OC(C)(C)C(C)(C)O2)cc1Cl
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참가 물질

7

반응물 1

HCID 72382-Chlorotoluene

생성물 2

HCID 37676412-(4-Chloro-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 34%HCID 234451072-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 66%

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

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온도
25 °C

실험 절차

General procedure C was applied to 1-chloro-2-methylbenzene 15e(51 mg, 0.4mmol). The reaction mixture was stirred at room temperature for 16hgiving a conversion of >99% (GC-MS) and 16eand17ein a 34:66mixture (1H NMR spectrum).

출처 및 근거

ORD 기록
ord-d0ca44bdeb6f41f09925b6db044f6c30
출처 데이터셋
Borylation dataset from Roche
DOI
10.1039/c2sc20776a

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