Water → HCID 59635660、化合物

HRID 1187945ノート

反応式

HRID 1187945 の反応式
[CH3:1][O:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5]Br.[Br:10][C:11]1[CH:16]=[CH:15][NH:14][C:13](=[O:17])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:1][O:2][C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][N:14]1[CH:15]=[CH:16][C:11]([Br:10])=[CH:12][C:13]1=[O:17]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 8171154-Bromo-2-hydroxypyridineHCID 19604604methyl 3-bromo-2,2-dimethylpropanoate

生成物 1

HCID 59635660HCID 59635660、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

3-Bromo-2,2-dimethyl-propionic acid methyl ester (0.75 g) was added to a mixture of 4-bromo-1H-pyridin-2-one (0.55 g) and potassium carbonate (0.75 g) in N,N-dimethylformamide (10 mL) at room temperature. The mixture was heated to 60° C. and stirred at this temperature overnight. After stirring at 80° C. for another 8 h, the mixture was cooled to room temperature and water was added. The resultant mixture was extracted with ethyl acetate and the combined organic extracts were washed with brine and dried (MgSO4). The solvent was evaporated and the residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 4:1) to afford the title compound; 3-(4-bromo-pyridin-2-yloxy)-2,2-dimethyl-propionic acid methyl ester (0.35 g) was also obtained from this reaction. Yield: 0.29 g (32% of theory); Mass spectrum (ESI+): m/z=288/300 (Br) [M+H]+.

後処理

  1. stirringAfter stirring at 80° C. for another 8 h
  2. temperaturethe mixture was cooled to room temperature
  3. extractionThe resultant mixture was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. customThe solvent was evaporated
  7. customthe residue was purified by chromatography on silica gel (cyclohexane/ethyl acetate 4:1)

出典と根拠

ORDレコード
ord-362746512d8a49bf9b3011eec5027d7f
出典データセット
uspto-grants-2014_03
特許番号
US08673899B2

反応ノート

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