Methyl 2-Methoxybenzoate → Methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 1490927ノート

反応式

HRID 1490927 の反応式
COC(=O)c1ccccc1OC>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]>COC(=O)c1cc(B2OC(C)(C)C(C)(C)O2)ccc1OC.COC(=O)c1ccc(B2OC(C)(C)C(C)(C)O2)cc1OC

参加物

7

反応物 1

HCID 61151Methyl 2-Methoxybenzoate

生成物 2

HCID 22171502Methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate収率 85%HCID 22930502Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate収率 15%

試薬・触媒・溶媒 4

HCID 2733548Bis(pinacolato)diborane試薬HCID 42491874,4'-Di-tert-butyl-2,2'-bipyridyl試薬HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium触媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
25 °C

実験手順

General procedure Cwas applied to methyl 2-methoxybenzoate15c(66mg, 0.4mmol). The reaction mixture was stirredat room temperature for 16hours giving a conversion of >99% (GC-MS) and 16cand 17cin a 85:15mixture(1H NMR spectrum).

出典と根拠

ORDレコード
ord-4f8c6610445e45ab8ee87e5582f3798b
出典データセット
Borylation dataset from Roche

反応ノート

読み込み中…