Ammonia → HCID 178444572, 화합물

HRID 2050460노트

반응식

HRID 2050460 반응식
[CH:1](/[CH:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH2:7]1)=[CH:2]\[CH2:3][CH2:4][CH3:5].N.[Li]>C(OCC)C.C(O)C>[CH:1](/[C@H:6]1[CH2:7][CH2:8][C@H:9]([OH:12])[CH2:10][CH2:11]1)=[CH:2]\[CH2:3][CH2:4][CH3:5]

참가 물질

6

반응물 3

HCID 222AmmoniaHCID 3028194Lithium2회HCID 190192404-(1E-pentenyl)cyclohexanone

생성물 1

HCID 178444572HCID 178444572, 화합물수율 89.1%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

1.63 g of 4-(trans-1-pentenyl)cyclohexanone were dissolved in 8 ml of diethyl ether and 14 ml of ethanol. Subsequently, the solution was treated dropwise with about 70 ml of ammonia and portionwise with lithium wire until the colour of the mixture remained constant for 1.5 hours (about 1.3 g of lithium). Thereafter, the ammonia was removed by evaporation and the mixture was made acid with ammonium chloride and hydrochloric acid and left to stand for 3 days. The mixture was then partitioned in diethyl ether/water and the aqueous phases were back-extracted with diethyl ether. The organic phases were dried over magnesium sulphate, filtered and freed from solvent on a rotary evaporator. Low-pressure chromatography of the resulting, yellow oil on silica gel with ethyl acetate/petroleum ether (vol. 10:90) gave 1.47 g (89.1%) of trans-4-(trans-1-pentenyl)cyclohexanol as a light yellow, viscous oil.

후처리

  1. customThereafter, the ammonia was removed by evaporation
  2. waitleft
  3. waitto stand for 3 days
  4. customThe mixture was then partitioned in diethyl ether/water
  5. extractionthe aqueous phases were back-extracted with diethyl ether
  6. dry with materialThe organic phases were dried over magnesium sulphate
  7. filtrationfiltered
  8. customfreed from solvent on a rotary evaporator

출처 및 근거

ORD 기록
ord-5f8e67eaf31a4192aab310c2cc1662fd
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05013478

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