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4-tert-Butyltoluene → 2-(5-(tert-butyl)-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490570
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HRID 1490570 반응식
Cc1ccc(C(C)(C)C)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(N2B(B3Nc4ccccc4N3c3ccccn3)Nc3ccccc32)nc1>Cc1ccc(C(C)(C)C)cc1B1OC(C)(C)C(C)(C)O1
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참가 물질

6

반응물 1

HCID 73904-tert-Butyltoluene

생성물 1

HCID 1223712302-(5-(tert-butyl)-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 44%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 1223807993-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매

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온도
125 °C

실험 절차

The general procedure A was followed using 1-(tert-butyl)-4-chlorobenzene (84.2 ul, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 125 oC. The 1H NMR conversion was 46%. 5ad was obtained as white solid (60.1 mg, 44%) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v). m.p.: 70-72 oC.

출처 및 근거

ORD 기록
ord-7fa3e0e65e7842b7a24def4d2d54161a
출처 데이터셋
Borylation dataset from Roche
DOI
10.1021/jacs.5b05252

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HCID 138539
Cyclopentyl methyl ether
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