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

HRID 866887
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HRID 866887 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 174Ethylene Glycol
용매
HCID 241Benzene용매
HCID 962Water용매

실험 절차

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 and 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 successively 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.

후처리

  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 successively once with a diluted sodium hydroxide solution and three times with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. distillationThe residue is distilled

출처 및 근거

ORD 기록
ord-ae0401e37ecb4e98ac79d8cd930c73be
출처 데이터셋
uspto-grants-1978_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04101664

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