Benzene → 1,3-Dioxolane, 2-(bromomethyl)-2-(2-naphthalenyl)-

HRID 1679128

반응식

HRID 1679128 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)=[O:4].[CH2:15]([OH:19])[CH2:16]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:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=2)[O:19][CH2:15][CH2:16][O:4]1

참가 물질

6

반응물 4

HCID 241BenzeneHCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 691792-Bromo-2'-acetonaphthone

생성물 1

HCID 6079971,3-Dioxolane, 2-(bromomethyl)-2-(2-naphthalenyl)-

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

To a stirred solution of 74.4 parts of 2-bromo-1-(2-naphthalenyl)-1-ethanone in 240 parts of a butanol are added successively 3 parts of 4-methylbenzenesulfonic acid and 270 parts of benzene. Then there are added dropwise 28 parts of 1,2-ethanediol. Upon completion, stirring is continued overnight at reflux temperature. The reaction mixture is evaporated. The residue is dissolved in 2,2'-oxybispropane and the solution is stirred with a diluted sodium hydroxide solution. The layers are separated and the aqueous phase is extracted with 2,2'-oxybispropane. The extra ct is neutralized with water, dried, filtered and evaporated. The oily residue is crystallized from methanol. The product is filtered off and recrystallized from methanol, yielding 41 parts of 2-(bromomethyl)-2-(2-naphthalenyl)-1,3-dioxolane; mp. 64° C.

후처리

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. dissolutionThe residue is dissolved in 2,2'-oxybispropane
  4. stirringthe solution is stirred with a diluted sodium hydroxide solution
  5. customThe layers are separated
  6. extractionthe aqueous phase is extracted with 2,2'-oxybispropane
  7. customdried
  8. filtrationfiltered
  9. customevaporated
  10. customThe oily residue is crystallized from methanol
  11. filtrationThe product is filtered off
  12. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-4c3488e9e9b24c9492349b3290d13e59
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04079062

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