Ammonia → HCID 178444572、化合物

HRID 2050460ノート

反応式

HRID 2050460 の反応式
[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]

参加物

6

反応物 3

HCID 222AmmoniaHCID 3028194Lithium2 回HCID 190192404-(1E-pentenyl)cyclohexanone

生成物 1

HCID 178444572HCID 178444572、化合物収率 89.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5f8e67eaf31a4192aab310c2cc1662fd
出典データセット
uspto-grants-1991_05
特許番号
US05013478

反応ノート

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