Ammonium Chloride → CID 275522

HRID 593869

반응식

HRID 593869 반응식
[O:1]=[C:2]([CH2:8][C:9](=[O:11])[CH3:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(OCC)(OCC)O[CH2:14][CH3:15].[Cl-].[NH4+]>C(O)C>[CH2:14]([O:11][C:9]([CH3:10])=[CH:8][C:2](=[O:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH3:15]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 31214Ethyl orthoformateHCID 69208Ethyl 2,4-dioxovalerate

생성물 1

HCID 275522CID 275522수율 79%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of ethyl 2,4-dioxopentanoate (36.5 g, 231 mmol) and triethyl orthoformate (41 mL, 246 mmol) in ethanol (60 mL) was added ammonium chloride (3.7 g, 69 mmol). The suspension was stirred at RT overnight. LCMS showed that the reaction was mostly complete. (Hydrolyzes on LCMS to some degree?) The reaction was concentrated under vacuum. The remaining oil was taken up in Et2O (300 mL), filtered to remove insolubles, rinsed with Et2O, and concentrated under vacuum. The product was obtained by short path distillation under vacuum (bp 70 to 77° C. at 0.09 mmHg) to give the product ethyl 4-ethoxy-2-oxopent-3-enoate (36.5 g, 47.3 mmol, 79% yield) as a light yellow oil.

후처리

  1. concentration) The reaction was concentrated under vacuum
  2. filtrationfiltered
  3. customto remove insolubles
  4. washrinsed with Et2O
  5. concentrationconcentrated under vacuum
  6. customThe product was obtained by short path distillation under vacuum (bp 70 to 77° C. at 0.09 mmHg)

출처 및 근거

ORD 기록
ord-fdbdad6bea294cc58a6682b00fae551c
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242962B2

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