Bromide ion → 6-Methoxychromone

HRID 974787ノート

反応式

HRID 974787 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 6888806-Methoxychromone収率 83%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0628306ae36d4ee0b995254fdb6584c1
出典データセット
uspto-grants-1997_03
特許番号
US05607928

反応ノート

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