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1,3,5-Trimethoxybenzene → 4,4,5,5-Tetramethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborolane

HRID 1490572
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HRID 1490572 반응식
COc1cc(OC)cc(OC)c1>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>COc1cc(OC)c(B2OC(C)(C)C(C)(C)O2)c(OC)c1
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참가 물질

6

반응물 1

HCID 693011,3,5-Trimethoxybenzene

생성물 1

HCID 219239274,4,5,5-Tetramethyl-2-(2,4,6-trimethoxyphenyl)-1,3,2-dioxaborolane수율 20%

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
150 °C

실험 절차

The general procedure A was followed using 1,3,5-trimethoxybenzene (84.1 mg, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 24 hours at 150 oC. The 1H NMR conversion was 21%. 5af was obtained as white solid (30.1 mg, 20%) after purification by silica gel flash chromatography (EtOAc/PE=1:20 v/v). m.p.: 114-116 oC.

출처 및 근거

ORD 기록
ord-3b44e04ef3134bc5ba0999b39d644837
출처 데이터셋
Borylation dataset from Roche
DOI
10.1021/jacs.5b05252

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HCID 138539
Cyclopentyl methyl ether
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