Ethyl Acetate → HCID 70873815, 화합물

HRID 2208920노트

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HRID 2208920 반응식
[OH:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:23][CH2:24][OH:25].C(OCC)(=O)C>C(#N)C.O>[OH:25][CH2:24][CH2:23][O:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 108982-BromoethanolHCID 23009748Methyl 5-hydroxy-2-methyl-3-nitrobenzoate

생성물 1

HCID 70873815HCID 70873815, 화합물수율 74.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

To a stirred solution of methyl 5-hydroxy-2-methyl-3-nitrobenzoate (1.5 g, 7.1 mmol) in ACN (15 mL), were added cesium carbonate (4.6 g, 14 mmol) and 2-bromoethanol (2.5 mL, 35 mmol). The resulting reaction mixture was heated at 80° C. overnight. On completion, the reaction mixture was diluted with water and extraction was carried out using ethyl acetate. The combined organic layers were washed with water, dried and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography to afford the title compound (1.35 g, 74%).

후처리

  1. customThe resulting reaction mixture
  2. washThe combined organic layers were washed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe crude material was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-dbb75da19b1643d8af6cccf02d70ae64
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376422B2

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