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Benzene → 4-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrile

HRID 866888
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HRID 866888 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=[O:4].[CH2:13]([OH:17])[CH2:14]CC.CC1C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>C(O)CO>[Br:1][CH2:2][C:3]1([C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=2)[O:17][CH2:13][CH2:14][O:4]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 241BenzeneHCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 986544-(Bromoacetyl)benzonitrile

생성물 1

HCID 27969044-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrile

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

To a stirred solution of 112 parts of 4-(2-bromoacetyl)-benzonitrile in 320 parts of butanol are added 5 parts of 4-methylbenzenesulfonic acid and 360 parts of benzene. Then there are added dropwise 46.5 parts of 1,2-ethanediol. Upon completion, sitrring is continued for 4 hours at reflux. The reaction mixture is evaporated. The oily residue is crystallized from 2,2'-oxybispropane. The product is filtered off and recrystallized from methanol, yielding 95.12 parts of 4-[2-(bromomethyl)-1,3-dioxolan-2-yl] benzonitrile; mp. 92.4° C.

후처리

  1. temperatureat reflux
  2. customThe reaction mixture is evaporated
  3. customThe oily residue is crystallized from 2,2'-oxybispropane
  4. filtrationThe product is filtered off
  5. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-cc94dc3c23724906803c1ed87ca0a565
출처 데이터셋
uspto-grants-1978_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04101664

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