Water → benzofuran-2,3-dione 2-[O-(2-bromoethyl)-oxime] 3-(O-methyloxime)

HRID 2186678ノート

反応式

HRID 2186678 の反応式
[CH3:1][O:2][N:3]=[C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]1=[N:13][OH:14].C(=O)([O-])[O-].[Na+].[Na+].[Br:21][CH2:22][CH2:23]Br.O>CN(C)C=O>[CH3:1][O:2][N:3]=[C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]1=[N:13][O:14][CH2:23][CH2:22][Br:21]

参加物

6

反応物 4

HCID 962WaterHCID 78391,2-DibromoethaneHCID 10340Sodium CarbonateHCID 178502623HCID 178502623、化合物

生成物 1

HCID 73782576benzofuran-2,3-dione 2-[O-(2-bromoethyl)-oxime] 3-(O-methyloxime)収率 70.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1 g (0.0052 mol) of benzofuran-2,3-dione 3-(O-methyloxime) 2-oxime with 1.5 g (0.0141 mol) of sodium carbonate and 3 g (0.016 mol) of 1,2-dibromoethane in 5 ml of dimethylformamide are stirred at 80° C. for 6 hours. The reaction mixture is subsequently poured into water and extracted with diethyl ether. The organic phase is washed with aqueous potassium hydroxide solution and dried over sodium sulphate. The solvent is distilled off under reduced pressure, giving 1.1 g (70.7% of theory) of crude benzofuran-2,3-dione 2-[O-(2-bromoethyl)-oxime] 3-(O-methyloxime) as a mixture of stereoisomers which is reacted further without any purification.

後処理

  1. extractionextracted with diethyl ether
  2. washThe organic phase is washed with aqueous potassium hydroxide solution
  3. dry with materialdried over sodium sulphate
  4. distillationThe solvent is distilled off under reduced pressure

出典と根拠

ORDレコード
ord-7e4d97a86622499793133cbffb79603d
出典データセット
uspto-grants-2002_06
特許番号
US06407097B1

反応ノート

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