Ethylparaben → HCID 60644252、化合物

HRID 2407471ノート

反応式

HRID 2407471 の反応式
Cl[CH2:2][C:3]([CH3:5])=[CH2:4].[OH:6][C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:14]([O:13][C:11](=[O:12])[C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:4][C:3]([CH3:5])=[CH2:2])=[CH:17][CH:16]=1)[CH3:15]

参加物

5

反応物 3

HCID 8434EthylparabenHCID 112413-Chloro-2-methyl-1-propeneHCID 11430Potassium Carbonate

生成物 1

HCID 60644252HCID 60644252、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

3-Chloro-2-methylpropene (2.1 mL, 0.021 mol) is added to a stirred N,N-dimethylformamide solution (30 mL) of ethyl 4-hydroxybenzoate (3 g, 0.018 mol). Potassium carbonate (3.2 g, 0.023 mol) is introduced and the mixture is heated at 90° C. for one hour. The reaction mixture is cooled to room temperature and filtered to remove inorganic salts. N,N-dimethylformamide is removed under reduced pressure, Demineralized water (20 mL) is added to the residue and the aqueous layer is extracted with ethyl acetate (3×20 mL). Combined organic layers are washed with demineralized water (2×15 mL) followed by brine and dried over sodium sulphate. Removal of ethyl acetate under reduced pressure gives a viscous liquid which is purified by column chromatography (silica gel 230-400 mesh, n-hexane:ethyl acetate, 90:10) to give 4-(2-methylprop-2-enyloxy)benzoic acid ethyl ester.

後処理

  1. temperatureThe reaction mixture is cooled to room temperature
  2. filtrationfiltered
  3. customto remove inorganic salts
  4. customN,N-dimethylformamide is removed under reduced pressure, Demineralized water (20 mL)
  5. additionis added to the residue
  6. extractionthe aqueous layer is extracted with ethyl acetate (3×20 mL)
  7. washCombined organic layers are washed with demineralized water (2×15 mL)
  8. dry with materialdried over sodium sulphate
  9. customRemoval of ethyl acetate under reduced pressure
  10. customgives a viscous liquid which
  11. customis purified by column chromatography (silica gel 230-400 mesh, n-hexane:ethyl acetate, 90:10)

出典と根拠

ORDレコード
ord-ddda5f3063fa4f3f8f35a9ec3150e06e
出典データセット
uspto-grants-2014_08
特許番号
US08809539B2

反応ノート

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