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p-Toluenesulfonic acid → 1-Bromo-2-(1-propen-1-yl)benzene

HRID 2049957
ノート
印刷プレビュー

反応式

HRID 2049957 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8](O)[CH2:9][CH3:10].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][CH3:10]
参加物実験手順出典と根拠反応ノート

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 134442791-(2-Bromophenyl)-1-propanol

生成物 1

HCID 539279721-Bromo-2-(1-propen-1-yl)benzene

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

With the exception of three compounds, the styrene compounds disclosed herein to be utilized for preparing the α-chloro oximes ae known and their preparations are published in the prior art. The compounds not previously prepared are synthesized following well-known published procedures. Thus, 2-bromobenzaldehyde is allowed to react with a Grignard reagent, ethyl magnesium bromide in anhydrous ether, to yield 1(2-bromophenyl)propanol. This propanol derivative is then dehydrated by refluxing it in toluene in the presence of a catalytic quantity of p-toluenesulfonic acid to yield the desired 1-bromo-2-(1-propenyl)benzene. Another previously unknown substituted styrene, namely, 1,2-dichloro-4-(1-propenyl) benzene is prepared by the same general procedure from 3,4-dichlorobenzaldehyde and ethyl magnesium bromide, followed by dehydration of the intermediate substituted propanol.

出典と根拠

ORDレコード
ord-d19b66d84483479281f01c3bd59b9e40
出典データセット
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04199525

反応ノート

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