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1-Butanol → 2-(Bromomethyl)-2-(3-bromo-4-methylphenyl)-1,3-dioxolane

HRID 971638
ノート
印刷プレビュー

反応式

HRID 971638 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[CH3:8].[CH2:12]([OH:16])[CH2:13]CC.[Br:17]Br.CC1C=CC(S(O)(=O)=O)=CC=1>O.C1C=CC=CC=1.C(O)CO>[Br:17][CH2:10][C:9]1([C:4]2[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([Br:1])[CH:3]=2)[O:16][CH2:12][CH2:13][O:11]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 24408BromineHCID 33094011-(3-Bromo-4-methylphenyl)ethan-1-one

生成物 1

HCID 126225002-(Bromomethyl)-2-(3-bromo-4-methylphenyl)-1,3-dioxolane収率 57%

試薬・触媒・溶媒 3

HCID 174Ethylene Glycol溶媒
HCID 241Benzene溶媒
HCID 962Water溶媒

実験手順

To a stirred and hot (50° C.) solution of 64 parts of 1-(3-bromo-4-methylphenyl)-1-ethanone in 160 parts of 1-butanol are added dropwise, during a 1 hour-period, 48 parts of bromine without external heating. After stirring for 1 hour at room temperature, there are added successively 21.7 parts of 1,2-ethanediol, 6 parts of 4-methylbenzenesulfonic acid and 720 parts of benzene. The whole is stirred and refluxed overnight with water-separator. The reaction mixture is evaporated and the residue is taken up in 2,2'-oxybispropane. The resulting solution is washed successfully once with a diluted sodium hydroxide solution and three times with water, dried, filtered and evaporated. The residue is distilled, yielding 57 parts (57%) of 2-(bromomethyl)-2-(3-bromo-4-methylphenyl)-1,3-dioxolane; bp. 126°-130° C. at 0.1 mm. pressure.

後処理

  1. stirringAfter stirring for 1 hour at room temperature
  2. stirringThe whole is stirred
  3. customThe reaction mixture is evaporated
  4. washThe resulting solution is washed successfully once with a diluted sodium hydroxide solution and three times with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. distillationThe residue is distilled

出典と根拠

ORDレコード
ord-455c853dfc214f9882d7a3b20107f510
出典データセット
uspto-grants-1979_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04160838

反応ノート

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