2-Chloroanisole → 2-(4-Chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490925노트

반응식

HRID 1490925 반응식
COc1ccccc1Cl>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]>COc1cc(B2OC(C)(C)C(C)(C)O2)ccc1Cl.COc1ccc(B2OC(C)(C)C(C)(C)O2)cc1Cl

참가 물질

7

반응물 1

HCID 130112-Chloroanisole

생성물 2

HCID 222402822-(4-Chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 56%HCID 734249662-(3-Chloro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 38%

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 Cwas applied to 1-chloro-2-methoxybenzene 15a(57mg, 0.4mmol). The reaction mixture was stirredat room temperature for 16hoursgiving a conversion of 94% (GC-MS) and 16aand 17ain a 60:40mixture which also contained unreacted starting material 15a(1H NMR spectrum).

출처 및 근거

ORD 기록
ord-318d8e4399bf4f728e047a6d3903e935
출처 데이터셋
Borylation dataset from Roche

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