Hydrochloric Acid → Stearyl Pyridone

HRID 130266

反応式

HRID 130266 の反応式
[CH2:1](N)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:20]([CH2:22][C:23]([O:25]CC)=O)#N.C(OCC)(=O)CC(C)=O.[NH:37]1CCC[CH2:39][CH2:38]1.Cl>CO.CN(C)C=O>[CH2:1]([C:22]1[C:23](=[O:25])[NH:37][CH:38]=[CH:39][CH:20]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 8868Ethyl AcetoacetateHCID 15793Octadecylamine

生成物 1

HCID 86605271Stearyl Pyridone収率 65.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

Into a 2 liter Erlenmeyer flask equipped with magnetic stirring was charged stearylamine (118 g, 0.44 mol; obtained from Sigma-Aldrich) and ethyl cyanoacetate (ECA, 45.2 grams, 0.4 mol). The mixture was heated to 120° C. for 90 minutes, after which ethyl acetoacetate (EAA, 114 grams, 0.88 mol), piperidine (PIP; 70 grams, 0.82 mol), and dimethylformamide (DMF; 140 milliliters) were added. The mixture was heated to 120° C. for 4 hours. The mixture was then allowed to cool to room temperature and was poured slowly into well stirred methanol (1,200 milliliters), which contained concentrated hydrochloric acid (100 milliliters). The resulting suspension was allowed to stir for 10 minutes, and was then filtered and washed with 3×200 milliliter portions of methanol. The resulting solid was oven dried at 60° C. to give 91.3 grams of a beige powder at 57 percent yield.

後処理

  1. customInto a 2 liter Erlenmeyer flask equipped
  2. temperatureThe mixture was heated to 120° C. for 4 hours
  3. temperatureto cool to room temperature
  4. stirringto stir for 10 minutes
  5. filtrationwas then filtered
  6. washwashed with 3×200 milliliter portions of methanol
  7. customdried at 60° C.

出典と根拠

ORDレコード
ord-2302910246ad4d5996efcd7c909db375
出典データセット
uspto-grants-2008_06
特許番号
US07381253B2

関連ノート

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