Methylparaben → Methyl 4-(4-chlorobutoxy)benzoate

HRID 1709849노트

반응식

HRID 1709849 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Br[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:13][CH2:14][CH2:15][CH2:16][Cl:17])=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 813641-Bromo-4-chlorobutane

생성물 1

HCID 14575308Methyl 4-(4-chlorobutoxy)benzoate수율 92%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 30.4 g (0.2 mole) of methyl-4-hydroxybenzoate, 68.6 g (0.4 mole) of 1-bromo-4-chlorobutane and 82.9 g (0.6 mole) of anhydrous potassium carbonate in 1 liter of acetone was heated at reflux for 17 hr. The mixture was cooled, filtered, and the filtrate concentrated under reduced pressure to give an oil which crystallized. The solid was triturated with cold petroleum ether (30°-60° C.), collected by filtration, and dried to yield 44.3 g (92%) of title compound as a white solid. An analytical sample, mp 28.5°-29° C., was prepared from petroleum ether (30°-60° C.).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 17 hr
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure
  6. customto give an oil which
  7. customcrystallized
  8. customThe solid was triturated with cold petroleum ether (30°-60° C.)
  9. filtrationcollected by filtration
  10. customdried

출처 및 근거

ORD 기록
ord-68c69c2b47884835a5ac936eac489027
출처 데이터셋
uspto-grants-1990_08
특허 번호
US04950674

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