Allyl bromide → 5-Allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine

HRID 839999ノート

反応式

HRID 839999 の反応式
[CH3:1][C:2]1([CH3:16])[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:5][C:4]([CH3:15])([CH3:14])[NH:3]1.[CH2:17](Br)[CH:18]=[CH2:19]>C(Cl)(Cl)Cl>[CH2:19]([CH:7]1[C:2]([CH3:16])([CH3:1])[NH:3][C:4]([CH3:15])([CH3:14])[CH:5]=[C:6]1[N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)[CH:18]=[CH2:17]

参加物

4

反応物 2

HCID 7841Allyl bromideHCID 125926662,2,6,6-Tetramethyl-4-(piperidin-1-yl)-1,2,3,6-tetrahydropyridine

生成物 1

HCID 213303855-Allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine収率 50.1%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

2.2 g of the 1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine and 1.2 g of allyl bromide were dissolved in 3 ml of chloroform and the solution was then allowed to stand at room temperature for 24 hours. The crystals which precipitated were filtered off, washed with hexane and dissolved in 4 ml of concentrated aqueous ammonia; the resulting solution was extracted with hexane. The hexane extract was dried over potassium carbonate and, after removal of the hexane, 1.3 g of 5-allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine were obtained. On thin layer chromatography using a 0.25 mm thick layer of alumina ("60F 254", available from Merck & Co.) 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 with an Rf value of 0.80.

後処理

  1. customThe crystals which precipitated
  2. filtrationwere filtered off
  3. washwashed with hexane
  4. dissolutiondissolved in 4 ml of concentrated aqueous ammonia
  5. extractionthe resulting solution was extracted with hexane
  6. extractionThe hexane extract
  7. dry with materialwas dried over potassium carbonate
  8. customafter removal of the hexane

出典と根拠

ORDレコード
ord-de0e50025f604bfa99b7e06a799b7069
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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