Hydrochloric Acid → Octahydroindolizin-7-one

HRID 277997

반응식

HRID 277997 반응식
[CH3:1][C:2]([CH:4]=[CH2:5])=[O:3].C(O[CH:9](OCC)[CH2:10][CH2:11][CH2:12][NH2:13])C.Cl>C(OCC)C>[CH2:11]1[CH:12]2[N:13]([CH2:5][CH2:4][C:2](=[O:3])[CH2:1]2)[CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6570Methyl vinyl ketoneHCID 806724,4-Diethoxybutylamine

생성물 1

HCID 11240524Octahydroindolizin-7-one수율 93.3%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Methylvinyl ketone (18.0 g, 256 mmol) was added dropwise to a solution of the 4,4-diethoxybutylamine (24.8 g, 154 mmol) in diethyl ether at 0° C. and stirred for one hour. The reaction was allowed to warm to room temperature and stir for 2 hours. The reaction was poured into 350 ml of 2N hydrochloric acid and the layers were separated. The aqueous layer was heated on a steam bath for 1 hour and then allowed to stir at 40° C. for 18 hours. The reaction was made basic with a sodium hydroxide solution and then extracted with methylene chloride. The extracts were dried over sodium sulfate and concentrated to give 20 g of an orange oil. This oil was distilled in vacuo at 74-84° C./5 mmHg to give 6.68 g of racemic product. (31%). MS(FD)(m/e): 139. 1H-NMR.

후처리

  1. stirringstir for 2 hours
  2. customthe layers were separated
  3. temperatureThe aqueous layer was heated on a steam bath for 1 hour
  4. stirringto stir at 40° C. for 18 hours
  5. extractionextracted with methylene chloride
  6. dry with materialThe extracts were dried over sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d5aba745d446415c907a2b2342446852
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358972B1

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