Ammonia → HCID 178444572, 화합물

HRID 2254955노트

반응식

HRID 2254955 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-(1E-pentenyl)cyclohexanone were dissolved in 8 ml of diethyl ether and 14 ml of ethanol. The solution was subsequently treated dropwise with about 70 ml of ammonia and the mixture was treated portionwise with lithium wire until the colour of the reaction mixture remained constant for 1.5 hours (about 1.3 g of lithium). Thereafter, the ammonia was evaporated off and the mixture was made acid with ammonium chloride and hydrochloric acid and left to stand for 3 days. The reaction 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 residual, yellow oil on silica gel with ethyl acetate/petroleum ether (vol. 10:90) gave 1.47 g (89.1%) of trans-4-(1E-pentenyl)cyclohexanol as a light yellow, viscous oil.

후처리

  1. customThereafter, the ammonia was evaporated off
  2. waitleft
  3. waitto stand for 3 days
  4. customThe reaction 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-8bcb285b58024b05920ce6da2c149652
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05238602

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