Water → Methyl 4-formyl-3-methoxybenzoate

HRID 550274

反応式

HRID 550274 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[O:13][CH3:14].C(=O)([O-])[OH:16].[Na+].O>CS(C)=O>[CH:2]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[O:13][CH3:14])=[O:16]

参加物

5

反応物 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 2759828Methyl 4-(bromomethyl)-3-methoxybenzoate

生成物 1

HCID 10631650Methyl 4-formyl-3-methoxybenzoate収率 39%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

To a solution of methyl 4-(bromomethyl)-3-methoxybenzoate (3.00 g, 11.6 mmol) in dimethyl sulfoxide (16 ml) was added sodium hydrogen carbonate (1.00 g, 13.6 mmol), and the mixture was stirred at 50° C. for 3 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous MgSO4 and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with hexane-ethyl acetate (1:0-7:3, v/v) to give the title compound (870 mg, 39%) as a colorless oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous MgSO4
  3. customthe solvent was evaporated under reduced pressure
  4. washeluted with hexane-ethyl acetate (1:0-7:3

出典と根拠

ORDレコード
ord-d1776e362c9848ec84a0a987a3118b76
出典データセット
uspto-grants-2011_05
特許番号
US07943770B2

関連ノート

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