Palmitic Acid → HCID 24985705、化合物

HRID 1454016ノート

反応式

HRID 1454016 の反応式
[Cl-].[Ca+2].[Cl-].C(Cl)(=O)C.[CH3:8][N:9]([C:13]([NH2:15])=[NH:14])[CH2:10][CH2:11][OH:12].[C:16](O)(=[O:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>C(Cl)Cl>[C:16]([O:12][CH2:11][CH2:10][N:9]([CH3:8])[C:13]([NH2:15])=[NH:14])(=[O:32])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

参加物

6

反応物 4

HCID 985Palmitic AcidHCID 6367Acetyl chloride2 回HCID 83440N-(2-Hydroxyethyl)-N-methylguanidine2 回HCID 5284359Calcium Chloride

生成物 1

HCID 24985705HCID 24985705、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

In a dry 3-necked round bottomed flask, containing a magnetic stirrer, equipped with a dropping funnel, a reflux condenser protected from moisture by a calcium chloride filled drying tube and a rubber septum. The dropping funnel is filled with 12.44 mL (175 mmol) of acetyl chloride and 35 mL of dry DCM. The flask is charged with 41.00 g (350 mmol) of Creatinol and 175 mL of dry DCM, and cooled with an ice-water bath to about 0° C., under a nitrogen atmosphere. The acetyl chloride solution is then added slowly with stirring, over a period of 15 minutes, to the Creatinol solution. The solution is stirred for another 10 minutes, after which 15.38 g (60 mmol) of Palmitic acid is added in one portion and the reaction is slowly heated to about 65° C. for about 10 hours. Then the solution is allowed to cool to room temperature, after which the solvent is removed under reduced pressure to yield the crude ester. The crude ester is then purified by flash chromatography (ethyl acetate/hexanes; 2/5) to yield pure 2-(1-methylguanidino)ethyl palmitate.

後処理

  1. additionIn a dry 3-necked round bottomed flask, containing a magnetic stirrer
  2. customequipped with a dropping funnel, a reflux condenser
  3. additionfilled
  4. customdrying tube
  5. temperaturethe reaction is slowly heated to about 65° C. for about 10 hours
  6. temperatureto cool to room temperature
  7. customafter which the solvent is removed under reduced pressure
  8. customto yield the crude ester
  9. customThe crude ester is then purified by flash chromatography (ethyl acetate/hexanes; 2/5)

出典と根拠

ORDレコード
ord-c09cbeeb5c3845f98c0cbd73e56cf395
出典データセット
uspto-grants-2009_01
特許番号
US07476749B1

反応ノート

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