Methyl chloroformate → Ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate

HRID 1283757

반응식

HRID 1283757 반응식
[Na].[OH:2][N:3]=[C:4]([C:10]#[N:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl[C:13]([O:15][CH3:16])=[O:14].C(=O)([O-])O.[Na+]>CC(C)=O.O>[CH3:16][O:15][C:13]([O:2][N:3]=[C:4]([C:10]#[N:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:14]

참가 물질

7

반응물 4

HCID 6586Methyl chloroformateHCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetate

생성물 1

HCID 54529457Ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate수율 42.2%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

A mixture of sodium salt of ethyl 2-hydroxyimino-2-cyanoacetate (16.4 g), water (100 ml) and acetone (15 ml) is stirred at 0°C, and methyl chloroformate (9.4 g) is dropwise added thereto. The resulting mixture is adjusted to pH 7 to 8 with the addition of an aqueous solution of sodium hydrogencarbonate and stirred for 5 hours. The reaction mixture is extracted with ether, and the ether layer is washed with water, dried and concentrated. The residue is recrystallized from a benzene - n-hexane mixture to give ethyl 2-methoxycarbonyloxyimino-2-cyanoacetate (8.4 g) as crystals melting at 69° to 71°C.

후처리

  1. stirringstirred for 5 hours
  2. extractionThe reaction mixture is extracted with ether
  3. washthe ether layer is washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue is recrystallized from a benzene - n-hexane mixture

출처 및 근거

ORD 기록
ord-df18ae181235415ca77d12c6e07a5223
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03976635

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