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Triethylsilane → 1-Bromo-4-cyclopentylbenzene

HRID 855327
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인쇄 미리보기

반응식

HRID 855327 반응식
BrC1C=CC(C2CCC2)=CC=1.[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2(O)[CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1.C([SiH](CC)CC)C>>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 12052TriethylsilaneHCID 231542891-(4-Bromophenyl)cyclopentan-1-olHCID 571850921-Bromo-4-cyclobutylbenzene

생성물 1

HCID 543241331-Bromo-4-cyclopentylbenzene

실험 절차

The title compound was synthesized in analogy to bromo-4-cyclobutyl-benzene (described in example S113) using 823 mg of 1-(4-bromo-phenyl)-cyclopentanol (3.41 mmol), 652 μl of triethylsilane (4.10 mmol) and 649 μl of boron trifluoride diethyl etherate complex (5.12 mmol). The isolated residue was purified by flash column chromatography (1:9 EtOAc/-cyclohexane) to give 727 mg of a mixture of the desired 4-cyclopentyl-benzene and 1-bromo-4-cyclopent-1-enyl-benzene as a white semi-solid. This mixture was used in the following step without further purification.

후처리

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The isolated residue was purified by flash column chromatography (1:9 EtOAc/-cyclohexane)

출처 및 근거

ORD 기록
ord-f370b2120c404b3788ef48ab51ac9077
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07259183B2

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