2-Bromoethanol → HCID 86679483, 화합물

HRID 1776525노트

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HRID 1776525 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 86679483HCID 86679483, 화합물수율 66.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
110 °C

실험 절차

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]+).

후처리

  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)

출처 및 근거

ORD 기록
ord-bf0f0b2d6e874e88aa296fdad535a015
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09265768B2

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