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Potassium Carbonate → Methyl 5-bromo-3-methylbenzofuran-2-carboxylate

HRID 2091390
ノート
印刷プレビュー

反応式

HRID 2091390 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([C:8](=O)[CH3:9])[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][CH3:23])=[O:21]>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][C:19]([C:20]([O:22][CH3:23])=[O:21])=[C:8]([CH3:9])[C:6]=2[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 959915'-Bromo-2'-hydroxyacetophenone

生成物 1

HCID 42967109Methyl 5-bromo-3-methylbenzofuran-2-carboxylate収率 52%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution (200 mL) of 1-(5-bromo-2-hydroxyphenyl)ethanone (25.0 g) in N,N-dimethylformamide were added potassium carbonate (24.0 g) and methyl bromoacetate (11.5 mL) at room temperature, and the mixture was stirred at room temperature for 15 hr. The reaction mixture was filtered, 1,8-diazabicyclo[5.4.0]undec-7-ene (23.2 mL) was added to the filtrate, and the mixture was stirred at 100° C. for 3 hr. The reaction mixture was allowed to cool to room temperature, and ice water was added. The precipitate was washed with ethanol-water to give the title object compound (16.8 g, 52%) as a pale-red solid.

後処理

  1. filtrationThe reaction mixture was filtered
  2. addition1,8-diazabicyclo[5.4.0]undec-7-ene (23.2 mL) was added to the filtrate
  3. stirringthe mixture was stirred at 100° C. for 3 hr
  4. temperatureto cool to room temperature
  5. additionice water was added
  6. washThe precipitate was washed with ethanol-water

出典と根拠

ORDレコード
ord-77ebe215a9c14134a128ad2acfd525cf
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08436043B2

反応ノート

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