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

HRID 2197981

反応式

HRID 2197981 の反応式
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

3

反応物 2

HCID 66827Phenylboronic AcidHCID 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

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

出典と根拠

ORDレコード
ord-16b098776ac14c0581a0d8432ebf93b5
出典データセット
uspto-grants-2012_12
特許番号
US08338605B2

関連ノート

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