Ammonia → HCID 178444572、化合物

HRID 2254955ノート

反応式

HRID 2254955 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-(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.

後処理

  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

出典と根拠

ORDレコード
ord-8bcb285b58024b05920ce6da2c149652
出典データセット
uspto-grants-1993_08
特許番号
US05238602

反応ノート

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