Phenylboronic Acid → 1-Bromo-2-phenylcyclopentene

HRID 37526

反応式

HRID 37526 の反応式
Br[C:2]1[CH2:6][CH2:5][CH2:4][C:3]=1[Br:7].[C:8]1(B(O)O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[Br:7][C:3]1[CH2:4][CH2:5][CH2:6][C:2]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

3

反応物 2

HCID 66827Phenylboronic AcidHCID 44385281,2-Dibromocyclopentene

生成物 1

HCID 229174031-Bromo-2-phenylcyclopentene収率 42%

実験手順

Following a synthetic procedure which was similar to the one outlined in Step 2 of Example 1, 4.40 g (19.4 mmol) of 1,2-dibromocyclopentene was reacted with 2.0 g (17.7 mmol) of phenylboronic acid (Aldrich). Purification by silica gel chromatography (Waters Prep-500) with hexane gave 1.61 g (42%) of 1-bromo-2-phenylcyclopentene as an oil: NMR (CDCl3) d 2.01-2.10 (m, 2H), 2.74-2.82 (m, 2H), 2.82-2.90 (m, 2H), 7.27-7.33 (m, 1H), 7.33-7.41 (m, 2H), 7.57-7.63 (m, 2H).

後処理

  1. customPurification by silica gel chromatography (Waters Prep-500) with hexane

出典と根拠

ORDレコード
ord-62661ac879d244cead6cfb92e64cb1ba
出典データセット
uspto-grants-1995_05
特許番号
US05420287

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