Dimethylformamide → Methyl 2-methoxy-5-methylbenzoate

HRID 1684972

反応式

HRID 1684972 の反応式
[CH3:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:11])=[CH:4][CH:3]=1.[C:12](=O)([O-])[O-].[K+].[K+].IC.CN([CH:23]=[O:24])C>>[CH3:12][O:11][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:10][C:6]=1[C:7]([O:24][CH3:23])=[O:9]

参加物

5

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 69735-Methylsalicylic acidHCID 11430Potassium Carbonate

生成物 1

HCID 10241396Methyl 2-methoxy-5-methylbenzoate収率 95%

実験手順

To 5-methylsalicylic acid (3.04 g, 20 mmol) in DMF (100 ml) were added potassium carbonate (8.28 g, 60 mmol) and iodomethane (6.24 g, 44 mmol) under ice cooling and then the mixture was stirred at room temperature for 12 hours. The mixture were extracted by adding 5% sodium hydrogensulfite and ethyl acetate, and the extracted organic layer was washed with 5% citric acid and 5% brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (hexane-ethyl acetate) to give the captioned compound (3.43 g, 19.1 mmol, yield: 95%) as a colorless oil.

後処理

  1. extractionThe mixture were extracted
  2. additionby adding 5% sodium hydrogensulfite and ethyl acetate
  3. washthe extracted organic layer was washed with 5% citric acid and 5% brine
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-613ae75cdef8470297752cd83c854a83
出典データセット
uspto-grants-2012_04
特許番号
US08148371B2

関連ノート

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