Bromide ion → 6-Methoxychromone

HRID 974787노트

반응식

HRID 974787 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[CH:6][C:5]2=[O:12].[CH3:13]OS(OC)(=O)=O.[Br-].C([O-])(O)=O.[Na+]>O.C(Cl)Cl>[CH3:13][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[CH:6][C:5]2=[O:12]

참가 물질

7

반응물 4

HCID 259Bromide ionHCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 107970646-Hydroxy-4H-1-benzopyran-4-one

생성물 1

HCID 6888806-Methoxychromone수율 83%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 6-hydroxychromone (4.5 g; 27.7 mmol), CH2Cl2 (150 ml), water (150 ml), dimethylsulphate (4 ml; 41.5 mmol), benzyltributylammmonium bromide (2 g; 5.5 mmol) and NaHCO3 (1.67 g; 41.5 mmol) was stirred for 24 hours at ambient temperature. The organic phase was decanted, washed with water, a dilute solution of ammonium hydroxide and with 1N HCl, it was dried over MgSO4 and evaporated. It was purified by chromatography, eluting with ethyl acetate/petroleum ether (50/50) to give 6-methoxychromone (4 g; 83%) as a brown solid.

후처리

  1. customThe organic phase was decanted
  2. washwashed with water
  3. dry with materiala dilute solution of ammonium hydroxide and with 1N HCl, it was dried over MgSO4
  4. customevaporated
  5. customIt was purified by chromatography
  6. washeluting with ethyl acetate/petroleum ether (50/50)

출처 및 근거

ORD 기록
ord-0628306ae36d4ee0b995254fdb6584c1
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607928

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