Hydrochloric Acid → Methyl 2-(4-chloromethylphenoxy)propionate

HRID 257396ノート

反応式

HRID 257396 の反応式
O[CH2:2][C:3]1[CH:15]=[CH:14][C:6]([O:7][CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1.[ClH:16]>>[Cl:16][CH2:2][C:3]1[CH:15]=[CH:14][C:6]([O:7][CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 18759642Methyl 2-(4-hydroxymethylphenoxy)propionate

生成物 1

HCID 18981037Methyl 2-(4-chloromethylphenoxy)propionate収率 67.3%

実験手順

A mixture of 2.19 g (0.0104 mole) of methyl 2-(4-hydroxymethylphenoxy)propionate and 3.00 g (0.0823 mole) of 36% hydrochloric acid was stirred for fifteen minutes at room temperature. The reaction mixture was then poured into ice-water, and the resulting mixture was extracted with diethyl ether. The extracts were combined and washed in succession with water and a saturated aqueous solution of sodium bicarbonate. The extract was dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated from the filtrate under reduced pressure, leaving a colorless liquid. This liquid was placed on a column of silica gel and eluted with methylene chloride. After the product-containing fractions were combined and the solvent evaporated under reduced pressure, 1.6 g of methyl 2-(4-chloromethylphenoxy)propionate was isolated as a colorless liquid. The NMR and IR spectra were consistent with the proposed structure.

後処理

  1. extractionthe resulting mixture was extracted with diethyl ether
  2. washwashed in succession with water
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent was evaporated from the filtrate under reduced pressure
  6. customleaving a colorless liquid
  7. washeluted with methylene chloride
  8. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-46191b3114174ecda6e478a3f4f8d8ae
出典データセット
uspto-grants-1993_11
特許番号
US05262390

反応ノート

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