Sulfuric Acid → Lysergic Acid

HRID 1066395

反応式

HRID 1066395 の反応式
[CH3:1][N:2]1[C@@H:7]2[CH2:8][C:9]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][C:16]=4[C@H:6]2[CH:5]=[C:4]([C:18]([OH:20])=[O:19])[CH2:3]1)[NH:11][CH:10]=3.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.S(=O)(=O)(O)O>O>[OH:20][C:18]([C@@H:4]1[CH:5]=[C:6]2[C@@H:7]([CH2:8][C:9]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][C:16]2=4)[NH:11][CH:10]=3)[N:2]([CH3:1])[CH2:3]1)=[O:19]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 21692Paspalic acidHCID 2723671Tetrabutylammonium Hydroxide

生成物 1

HCID 6717Lysergic Acid収率 100%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
20 °C

実験手順

130 g of paspalic acid are added rapidly to 780.1 g of a 40% strength solution of tetrabutylammonium hydroxide in water, with stirring and under a stream of nitrogen. The mixture is brought to 30±2° C. and allowed to react at this temperature for 20 hours. The reaction medium is cooled to about 20° C. and held at this temperature for 3 h 30 min. 918 g of water are added, followed by acidification using 95% strength sulphuric acid until the pH is 3.5, while maintaining the temperature at about 30° C. The reaction mixture is then cooled to 10±2° C. and held at this temperature for 30 minutes. The mixture is filtered through a sinter funnel under a vacuum of 0.4 bar, washed 3 times with 300 ml of water and then dried for 14 hours at 75±2° C. and 20 mbar. This gives 107 g of lysergic acid comprising less than 3% of isolysergic acid and the RRi is 80% (RRi=weight of 100% lysergic acid isolated/weight of 100% paspalic employed).

後処理

  1. customis brought to 30±2° C.
  2. customto react at this temperature for 20 hours
  3. temperaturewhile maintaining the temperature at about 30° C
  4. temperatureThe reaction mixture is then cooled to 10±2° C.
  5. waitheld at this temperature for 30 minutes
  6. filtrationThe mixture is filtered through a sinter funnel under a vacuum of 0.4 bar
  7. washwashed 3 times with 300 ml of water
  8. customdried for 14 hours at 75±2° C.

出典と根拠

ORDレコード
ord-413796211c7a4c229f3db03ad987e622
出典データセット
uspto-grants-2001_06
特許番号
US06242603B1

関連ノート

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