Phenylboronic Acid → 1-Bromo-2-phenylcyclopentene

HRID 37526

반응식

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

참가 물질

반응물 2

HCID 66827Phenylboronic Acid

HCID 44385281,2-Dibromocyclopentene

생성물 1

HCID 229174031-Bromo-2-phenylcyclopentene수율 42%

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록: ord-62661ac879d244cead6cfb92e64cb1ba
출처 데이터셋: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05420287

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