Phenylboronic Acid → 5-Methyl-2-nitro-1,1'-biphenyl

反応式

Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]1(B(O)O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1

参加物

反応物 2

HCID 66827Phenylboronic Acid

HCID 81670382-Bromo-4-methyl-1-nitrobenzene

生成物 1

HCID 543942305-Methyl-2-nitro-1,1'-biphenyl収率 94.3%

実験手順

The product from Example 219a (0.20 g, 0.93 mmol) was reacted with phenylboronic acid (0.135 g, 1.11 mmol) for 19.5 h at 80° C. as described in Example 218a. The reaction mixture was cooled and filtered through celite, the filtrate concentrated under vacuum to give the crude product which was purified by flash chromatography on silica gel to give the title biphenyl (0.187 g, 94%) as a yellow oil.

後処理

temperatureThe reaction mixture was cooled
filtrationfiltered through celite
concentrationthe filtrate concentrated under vacuum
customto give the crude product which
customwas purified by flash chromatography on silica gel

出典と根拠

ORDレコード: ord-e22b4eb59695478e880da06fdf1885bc
出典データセット: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07763731B2

反応ノート

読み込み中…

参加物