Ammonia → 2,2,6,6-Tetramethyl-3-(prop-2-en-1-yl)piperidin-4-one

HRID 840000ノート

反応式

HRID 840000 の反応式
[CH2:1]([CH:4]1[C:9]([CH3:11])([CH3:10])[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=[C:5]1N1CCCCC1)[CH:2]=[CH2:3].C([O-])(=[O:22])C.[Na+].C(=O)(O)[O-].[Na+].N>C(O)(=O)C.O>[CH2:1]([CH:4]1[C:5](=[O:22])[CH2:6][C:7]([CH3:13])([CH3:12])[NH:8][C:9]1([CH3:11])[CH3:10])[CH:2]=[CH2:3]

参加物

7

反応物 4

HCID 222AmmoniaHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 213303855-Allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine

生成物 1

HCID 213304902,2,6,6-Tetramethyl-3-(prop-2-en-1-yl)piperidin-4-one

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

1.46 g of the 5-allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine thus obtained were dissolved in a mixture of 3 ml of acetic acid, 1.5 g of sodium acetate and 3 ml of water, and the solution was allowed to stand overnight. To the solution were then added 6.0 g of sodium bicarbonate and 3 ml of concentrated aqueous ammonia; the solution was then extracted with hexane. The hexane extract was dried over magnesium sulphate and then treated with charcoal giving, after removal of the hexane, 0.91 g of 3-allyl-2,2,6,6-tetramethyl-4-piperidone. On thin layer chromatography using a 0.25 mm thick layer of alumina and a mixture of benzene, hexane, ethyl acetate and triethylamine (2 : 2 : 1 : 0.5 by volume) as developing solvent, the compound showed a single spot having an Rf value of 0.70.

後処理

  1. extractionthe solution was then extracted with hexane
  2. extractionThe hexane extract
  3. dry with materialwas dried over magnesium sulphate
  4. additiontreated with charcoal giving
  5. customafter removal of the hexane, 0.91 g of 3-allyl-2,2,6,6-tetramethyl-4-piperidone
  6. additiona mixture of benzene, hexane, ethyl acetate and triethylamine (2 : 2 : 1 : 0.5 by volume)

出典と根拠

ORDレコード
ord-dcb4d7d6b64346b3abef2d6038d717d5
出典データセット
uspto-grants-1978_06
特許番号
US04097587

反応ノート

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