Hydrochloric Acid → Methyl methoxy-(4-methoxyphenyl)acetate

HRID 1009405ノート

反応式

HRID 1009405 の反応式
C[O-].[Na+].[C:4](O)(=[O:6])C.C(O)(=O)C.IC1C=CC=CC=1.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([O:30][CH3:31])=[O:29])=[CH:23][CH:22]=1.Cl>CO>[CH3:4][O:6][CH:27]([C:24]1[CH:23]=[CH:22][C:21]([O:20][CH3:19])=[CH:26][CH:25]=1)[C:28]([O:30][CH3:31])=[O:29]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 90266Methyl 4-methoxyphenylacetateHCID 10942334Sodium MethoxideHCID 12217721Iodo benzene diacetate

生成物 1

HCID 10262525Methyl methoxy-(4-methoxyphenyl)acetate収率 15.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

A 28% solution of sodium methoxide in methanol (12.8 g) and iodobenzene diacetate (7.15 g) were added to a solution of methyl 4-methoxyphenylacetate (4.0 g) in methanol (60 mL), and the reaction solution was stirred at room temperature for five days. 1 N hydrochloric acid (67 ml) was added dropwise to the reaction solution under ice-cooling, and methanol was evaporated from the reaction solution under reduced pressure. Ethyl acetate was added to the remaining aqueous layer, and the organic layer was separated. The resulting organic layer was sequentially washed with a saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system) to obtain 725 mg of the title compound. The property values of the compound are as follows.

後処理

  1. temperaturecooling
  2. custommethanol was evaporated from the reaction solution under reduced pressure
  3. additionEthyl acetate was added to the remaining aqueous layer
  4. customthe organic layer was separated
  5. washThe resulting organic layer was sequentially washed with a saturated sodium bicarbonate solution and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system)

出典と根拠

ORDレコード
ord-0c96f57492d7446b811fedd503f3bff1
出典データセット
uspto-grants-2011_07
特許番号
US07973033B2

反応ノート

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