p-Toluenesulfonic acid → 2-(Bromomethyl)-4-[(4-chlorophenoxy)methyl]-2-(4-chlorophenyl)-1,3-dioxolane

HRID 1578433노트

반응식

HRID 1578433 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[Cl:12][C:13]1[CH:24]=[CH:23][C:16]([O:17][CH2:18][CH:19]([OH:22])[CH2:20]O)=[CH:15][CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[Br:1][CH2:2][C:3]1([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=2)[O:22][CH:19]([CH2:18][O:17][C:16]2[CH:15]=[CH:14][C:13]([Cl:12])=[CH:24][CH:23]=2)[CH2:20][O:4]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 7697ChlorphenesinHCID 68303p-Chlorophenacyl bromide

생성물 1

HCID 203326492-(Bromomethyl)-4-[(4-chlorophenoxy)methyl]-2-(4-chlorophenyl)-1,3-dioxolane

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of 11.7 parts of 2-bromo-4'-chloroacetophenone, 12.2 parts of 1-(p-chlorophenoxy)-2,3-propanediol, 3 parts of p-toluenesulfonic acid and 240 parts of benzene is stirred and refluxed for 20 hours in a four-necked round-bottom flask equipped with a watertrap. The benzene solution is washed successively with a diluted sodium hydroxide solution and with water. The solvent is removed in vacuo. The residue is triturated in methanol. The precipitated product is filtered off (methanol filtrate is set aside) and crystallized from toluene, yielding A-2-(bromomethyl-4-(p-chlorophenoxymethyl)-2-(p-chlorophenyl)-1,3-dioxolane; m.p. 165°C.

후처리

  1. temperaturerefluxed for 20 hours in a four-necked round-bottom flask
  2. customequipped with a watertrap
  3. washThe benzene solution is washed successively with a diluted sodium hydroxide solution and with water
  4. customThe solvent is removed in vacuo
  5. customThe residue is triturated in methanol
  6. filtrationThe precipitated product is filtered off (methanol filtrate
  7. customcrystallized from toluene

출처 및 근거

ORD 기록
ord-ed4f67585ce84caeb44a058025c132e3
출처 데이터셋
uspto-grants-1976_02
특허 번호
US03936470

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