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

HRID 1154795노트

반응식

HRID 1154795 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-081db294b8c4480caddfc744ea19525d
출처 데이터셋
uspto-grants-1981_11
특허 번호
US04298529

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