2-Bromoethanol → HCID 86679483、化合物

HRID 1776525ノート

反応式

HRID 1776525 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=2[NH:16][S:17]([CH3:20])(=[O:19])=[O:18])[C:9]([O:11][CH3:12])=[O:10])[CH2:3][CH2:2]1.Br[CH2:22][CH2:23][OH:24].C([O-])([O-])=O.[K+].[K+]>CC#N>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=2[N:16]([CH2:22][CH2:23][OH:24])[S:17]([CH3:20])(=[O:19])=[O:18])[C:9]([O:11][CH3:12])=[O:10])[CH2:2][CH2:3]1

参加物

5

反応物 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 59443764Methyl 3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzoate

生成物 1

HCID 86679483HCID 86679483、化合物収率 66.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
110 °C

実験手順

A mixture of methyl 3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzoate (1 g, 3.34 mmol), 2-bromoethanol (0.835 g, 6.68 mmol), and K2CO3 (0.923 g, 6.68 mmol) in CH3CN (12 ml) was heated at 110° C. under microwave irradiation for 12 hours. After cooling the solvent was evaporated and the residue was dissolved in EtOAc and filtered; the solvent was evaporated and the residue was purified by flash chromatography (eluent: EtOAc/petroleum ether 1/1) to give methyl 3-(cyclopropylmethoxy)-4-(N-(2-hydroxyethyl)methylsulfonamido)benzoate as a light brown oil (0.764 g, 2.225 mmol, 66.6% yield, /ESI+ 365.9 [MNa]+).

後処理

  1. temperatureAfter cooling the solvent
  2. customwas evaporated
  3. dissolutionthe residue was dissolved in EtOAc
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customthe residue was purified by flash chromatography (eluent: EtOAc/petroleum ether 1/1)

出典と根拠

ORDレコード
ord-bf0f0b2d6e874e88aa296fdad535a015
出典データセット
uspto-grants-2016_02
特許番号
US09265768B2

反応ノート

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