Dioctylamine → 2,2,6,6-Tetramethyl-N,N-dioctylpiperidine-1-carboxamide

HRID 280713

反応式

HRID 280713 の反応式
[C:1](Cl)(Cl)=[O:2].[CH3:5][C:6]1([CH3:14])[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[NH:7]1.[CH2:15]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C1(C)C=CC=CC=1>[CH2:24]([N:23]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:1]([N:7]1[C:8]([CH3:13])([CH3:12])[CH2:9][CH2:10][CH2:11][C:6]1([CH3:14])[CH3:5])=[O:2])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

参加物

5

反応物 3

HCID 3094DioctylamineHCID 6371Phosgene2 回HCID 130352,2,6,6-Tetramethylpiperidine

生成物 1

HCID 212839832,2,6,6-Tetramethyl-N,N-dioctylpiperidine-1-carboxamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

実験手順

To a solution of phosgene in toluene (24.7 ml of a 20% solution, corresponding to 0.05 mol of phosgene) is added dropwise at -30°, within one hour, the solution of 14.2 g (0.1 mol) of 2,2,6,6-tetramethylpiperidine in 25 ml of toluene. Stirring is maintained at 0° for a further 2 hours; there are then added dropwise, within 2 hours, 26.7 g (0.11 mol) of di-n-octylamine in 25 ml of toluene, and the mixture is subsequently stirred for 16 hours at room temperature. In further processing, the salt which has precipitated is filtered off; the filtrate is afterwards repeatedly washed with a small amount of water, dried over sodium sulfate, and the solvent is completely distilled off in a water-jet vacuum. The crude compound is further purified by column chromatography on silica gel (eluant: hexane/diethyl ether 9:1) to obtain the pure 1-di-n-octylcarbamoyl-2,2,6,6-tetramethylpiperidine (compound No. 11) as a viscous liquid; nD20 : 1.4728.

後処理

  1. temperatureis maintained at 0° for a further 2 hours
  2. additionthere are then added dropwise, within 2 hours
  3. customIn further processing, the salt which has precipitated
  4. filtrationis filtered off
  5. washthe filtrate is afterwards repeatedly washed with a small amount of water
  6. dry with materialdried over sodium sulfate
  7. distillationthe solvent is completely distilled off in a water-jet vacuum
  8. customThe crude compound is further purified by column chromatography on silica gel (eluant: hexane/diethyl ether 9:1)

出典と根拠

ORDレコード
ord-4258c7937ca74b1ead3b71b9dd2e2146
出典データセット
uspto-grants-1986_05
特許番号
US04590268

関連ノート

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