Sodium → HCID 54488544, 화합물

HRID 1289059

반응식

HRID 1289059 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][C:14]([O:16][CH3:17])=[O:15].[Na]>C(=O)(OC)OC>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH:13]([C:14]([O:16][CH3:17])=[O:15])[C:14]([O:16][CH3:17])=[O:15]

참가 물질

4

반응물 2

HCID 5360545SodiumHCID 14620154Methyl 2-(3-methoxyphenoxy)phenylacetate

생성물 1

HCID 54488544HCID 54488544, 화합물

시약·촉매·용매 1

HCID 12021Dimethyl Carbonate용매

실험 절차

Methyl 2-(3-methoxyphenoxy)phenylacetate (6.81 g) was dissolved in 11 mL of dimethyl carbonate and 600 mg of sodium was added. The mixture was heated at reflux for 10 h, then cooled. The reaction mixture was quenched with water, acidified with concentrated aqueous HCl and extracted with dichloromethane. The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure to give an oil. The desired material was separated from unreacted starting material by flash chromatography (4:1 hexane: ethyl acetate as eluant) to yield after concentration, 3.54 g (43%) of the title compound of Step B. 1H NMR (CDCl3): δ7.46(dd,J=1.5,7.5Hz,1H), 7.29 (t,J=8Hz,1H), 7.2 (m,2H), 6.92 (d,J=8Hz,1H), 6.65 (td, J=1.5,7.5Hz,1H), 6.5 (m,2H), 5.14 (s,1H), 3.77 (s,3H), 3.73 (s,6H).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 10 h
  3. temperaturecooled
  4. customThe reaction mixture was quenched with water
  5. extractionextracted with dichloromethane
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto give an oil
  10. customThe desired material was separated
  11. customto yield
  12. concentrationafter concentration, 3.54 g (43%) of the title compound of Step B

출처 및 근거

ORD 기록
ord-dffc1669862a402dbdc6dbd3f939f6b9
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05747516

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