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Acetaldehyde → 2-(Methoxyethylamino)-propionitrile

HRID 745973
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HRID 745973 반응식
S(=O)(O)[O-].[Na+].[CH:6](=O)[CH3:7].[CH3:9][O:10][CH2:11][CH2:12][NH2:13].[C-:14]#[N:15].[K+]>O>[CH3:9][O:10][CH2:11][CH2:12][NH:13][CH:6]([CH3:7])[C:14]#[N:15]
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참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 80182-MethoxyethylamineHCID 9032Potassium CyanideHCID 23665763Sodium Bisulfite

생성물 1

HCID 137116592-(Methoxyethylamino)-propionitrile수율 87.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirred solution of 62.4 g (0.6 mole) sodium bisulfite in 200 ml water which had been cooled in an ice bath, 26.5 g (0.6 mole) acetaldehyde were added over 5 minutes. The ice bath was removed. The reaction mixture was stirred 2.5 hours; then 45 g (0.6 mole) 2-methoxyethylamine were added (with evolution of heat). The reaction mixture was stirred 2 hours; then 39 g (0.6 mole) potassium cyanide were added with heat evolution and the resulting mixture was stirred at ambient temperature. After about 30 minutes, a second phase separated; the reaction mixture was stirred 3 hours and then allowed to stand overnight. The reaction mixture was extracted with 150 ml methylene chloride. The methylene chloride extract was dried over magnesium sulfate and stripped to give 67.4 g of the light yellow oil. The oil was distilled under vacuum to give 60.6 g of the above-identified product as a clear, colorless oil, boiling at 60° C. at 0.20 mm.

후처리

  1. customThe ice bath was removed
  2. temperature(with evolution of heat)
  3. stirringThe reaction mixture was stirred 2 hours
  4. temperaturewith heat evolution
  5. stirringthe resulting mixture was stirred at ambient temperature
  6. waitAfter about 30 minutes
  7. customa second phase separated
  8. stirringthe reaction mixture was stirred 3 hours
  9. waitto stand overnight
  10. extractionThe reaction mixture was extracted with 150 ml methylene chloride
  11. extractionThe methylene chloride extract
  12. dry with materialwas dried over magnesium sulfate

출처 및 근거

ORD 기록
ord-b64669c3254647e2b43dad9de6faae2c
출처 데이터셋
uspto-grants-1986_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04602029

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