Bromine → Ethyl 2-methoxyimino-3,3-ethylenedioxy-4-bromobutyrate

HRID 1982015ノート

反応式

HRID 1982015 の反応式
[Br:1]Br.[CH3:3][O:4][N:5]=[C:6]([C:12]1([O:17][CH2:16][CH2:15][O:14]1)[CH3:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:3][O:4][N:5]=[C:6]([C:12]1([O:14][CH2:15][CH2:16][O:17]1)[CH2:13][Br:1])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

参加物

5

反応物 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 54382027Ethyl 2-methoxyimino-3,3-ethylenedioxybutyrate

生成物 1

HCID 53760491Ethyl 2-methoxyimino-3,3-ethylenedioxy-4-bromobutyrate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

A solution of bromine (14.72 g) in chloroform (30 ml) was added to a stirred solution of ethyl 2-methoxyimino-3,3-ethylenedioxybutyrate (syn isomer, 20 g) in chloroform (200 ml) at ambient temperature and stirred at the same temperature for an hour. To the resultant solution was added 5% sodium thiosulfate aqueous solution (100 ml) and stirred at ambient temperature for 10 minutes. The organic layer was separated, washed with 5% sodium thiosulfate aqueous solution (100 ml), water (100 ml), a sodium bicarbonate saturated aqueous solution and sodium chloride saturated solution in turn and then dried over magnesium sulfate. The solution was evaporated in vacuo and the remaining oil (33.4 g) was distilled under reduced pressure to give an oil of ethyl 2-methoxyimino-3,3-ethylenedioxy-4-bromobutyrate (syn isomer), bp 0.95 mm/Hg 115°-118° C. (Yield: quantitative).

後処理

  1. stirringstirred at ambient temperature for 10 minutes
  2. customThe organic layer was separated
  3. washwashed with 5% sodium thiosulfate aqueous solution (100 ml), water (100 ml)
  4. dry with materiala sodium bicarbonate saturated aqueous solution and sodium chloride saturated solution in turn and then dried over magnesium sulfate
  5. customThe solution was evaporated in vacuo
  6. distillationthe remaining oil (33.4 g) was distilled under reduced pressure

出典と根拠

ORDレコード
ord-fe48d0c8af8344599a0878fa8af804a5
出典データセット
uspto-grants-1986_06
特許番号
US04594446

反応ノート

読み込み中…