Triethylamine → Octahydroquinoline-1-carboxylic acid 3-chloropropylamide

HRID 39218

反応式

HRID 39218 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]=[C:6]=[O:7].CCN(CC)CC.[NH:15]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][CH2:17][CH2:16]1.CCOC(C)=O>C1COCC1>[Cl:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([N:15]1[CH:24]2[CH:19]([CH2:20][CH2:21][CH2:22][CH2:23]2)[CH2:18][CH2:17][CH2:16]1)=[O:7]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 92911DecahydroquinolineHCID 166752Propane, 1-chloro-3-isocyanato-

生成物 1

HCID 66795223Octahydroquinoline-1-carboxylic acid 3-chloropropylamide収率 84.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2.5 g (21 mmol) of 3-chloropropylisocyanate are dissolved in 150 mL of anhydrous THF and 6.4 mL (46 mmol) of Et3N. Once dissolved 3.4 mL (23 mmol) of decahydroquinoline are slowly added and it is refluxed for 18 h. AcOEt is then added and the resulting solution is sequentially washed with water, 1N HCl and brine. The organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure yielding 4.6 g of intermediate IIIf.1. Method B: tr: 3.58 min; m/z: 259

後処理

  1. temperatureit is refluxed for 18 h
  2. washthe resulting solution is sequentially washed with water, 1N HCl and brine
  3. dry with materialThe organic phase is dried over anhydrous Na2SO4, it
  4. filtrationis filtered
  5. customthe solvent is evaporated under reduced pressure

出典と根拠

ORDレコード
ord-815daed69aa74be79cf96e08165c9842
出典データセット
uspto-grants-2013_09
特許番号
US08524894B2

関連ノート

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