Methanol → Methyl 5-formyl-2,4-dimethylbenzoate

HRID 1487959ノート

反応式

HRID 1487959 の反応式
[CH:1]([C:3]1[C:4]([CH3:13])=[CH:5][C:6]([CH3:12])=[C:7]([CH:11]=1)[C:8]([OH:10])=[O:9])=[O:2].S(=O)(=O)(O)O.[CH3:19]O>>[CH:1]([C:3]1[C:4]([CH3:13])=[CH:5][C:6]([CH3:12])=[C:7]([CH:11]=1)[C:8]([O:10][CH3:19])=[O:9])=[O:2]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 717431195-Formyl-2,4-dimethylbenzoic acid2 回

生成物 1

HCID 90021893Methyl 5-formyl-2,4-dimethylbenzoate

反応条件

温度
80 °C

実験手順

Into a 250-mL round-bottom flask, was placed 5-formyl-2,4-dimethylbenzoic acid (compound 83.1, 2.00 g, 11.2 mmol) and methanol (50 mL). Concentrated sulfuric acid (2 mL) was carefully added drop-wise and the resulting solution was stirred for 2 h at 80° C., then cooled and the volatiles were removed under reduced pressure. The pH of the residue was adjusted to 9 with sodium bicarbonate (sat.), then the aqueous phase was extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with brine (2×20 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to yield 2.0 g (crude) of the title compound as yellow oil. The crude product was used in next step without further purification.

後処理

  1. customInto a 250-mL round-bottom flask, was placed
  2. temperaturecooled
  3. customthe volatiles were removed under reduced pressure
  4. extractionthe aqueous phase was extracted with ethyl acetate (3×50 mL)
  5. washThe combined organic layers were washed with brine (2×20 mL)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-127f5fcb741645cca2390998263a80d2
出典データセット
uspto-grants-2016_08
特許番号
US09428502B2

反応ノート

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