Methylparaben → Methyl 4-(4-chlorobutoxy)benzoate

HRID 1709849ノート

反応式

HRID 1709849 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 14575308Methyl 4-(4-chlorobutoxy)benzoate収率 92%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-68c69c2b47884835a5ac936eac489027
出典データセット
uspto-grants-1990_08
特許番号
US04950674

反応ノート

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