Dimethyl Sulfate → Methyl 4-bromo-3,5-dimethoxybenzoate

HRID 1454115ノート

反応式

HRID 1454115 の反応式
[Br:1][C:2]1[C:10](O)=[CH:9]C(C(O)=O)=[CH:4][C:3]=1[OH:12].[C:13](=O)([O-])[O-].[K+].[K+].S([O:24][CH3:25])(OC)(=O)=O.[C:26]([O:29][CH2:30]C)(=[O:28])[CH3:27]>>[Br:1][C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:27]([C:26]([O:29][CH3:30])=[O:28])=[CH:9][C:10]=1[O:24][CH3:25]

参加物

5

反応物 4

HCID 6497Dimethyl SulfateHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 860234-Bromo-3,5-dihydroxybenzoic acid

生成物 1

HCID 117713Methyl 4-bromo-3,5-dimethoxybenzoate

反応条件

温度
65 °C

実験手順

To a suspension of 4-bromo-3,5-dihydroxybenzoic acid (95.0 kg) in ethyl acetate (950 L) were added anhydrous potassium carbonate (270.8 kg) and dimethyl sulfate (174.7 kg). The mixture was heated at 50-80° C. for about 4 hours and partitioned by adding water. The organic layer was washed with water and saturated aqueous NaCl solution and concentrated under reduced pressure. The residue was suspended into methanol, stirred under heating and cooled. The crystalline precipitates were collected by filtration and dried to yield methyl 4-bromo-3,5-dimethoxybenzoate (98.8 kg) as pale yellow crystals.

後処理

  1. custompartitioned
  2. additionby adding water
  3. washThe organic layer was washed with water and saturated aqueous NaCl solution
  4. concentrationconcentrated under reduced pressure
  5. temperatureunder heating
  6. temperaturecooled
  7. customThe crystalline precipitates
  8. filtrationwere collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-6f717bfc8cc1491dbf06b23c14eaf4a6
出典データセット
uspto-grants-2009_01
特許番号
US07476758B2

反応ノート

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