Potassium Carbonate → Mescaline

HRID 428127

反応式

HRID 428127 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([O:16][CH3:17])[C:13]=1[O:14][CH3:15])/[CH:6]=[CH:7]/[N+:8]([O-])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.O>[CH3:17][O:16][C:12]1[CH:11]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:13]=1[O:14][CH3:15])[CH2:6][CH2:7][NH2:8]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 53549161,2,3-Trimethoxy-5-((E)-2-nitrovinyl)benzeneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 4076Mescaline

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of trans-3,4,5-trimethoxy-β-nitrostyrene (4.78 g, 20 mmol) in tetrahydrofuran (20 ml) was dropwise added to a suspension of lithium aluminum hydride (1.52 g) in tetrahydrofuran (20 ml) under ice-cooling and stirring. After stirring at room temperature for 3 hours, water (1.5 ml), 15% aqueous sodium hydroxide solution (1.5 ml), and water (4.5 ml) were sequentially added dropwise to the reaction mixture under ice-cooling and stirring. A small amount of potassium carbonate was added and stirred for a few minutes. Inorganic salts were filtered out and washed with tetrahydrofuran, and the filtrate was concentrated under reduced pressure. The residue was dissolved in 2N hydrochloric acid and washed with dichloromethane. The aqueous layer was made basic with sodium hydroxide and the released oil material was extracted with dichloromethane. After washed with water, the extract was dried over potassium carbonate and the solvent was distilled out under reduced pressure to yield a crude oil of 3,4,5-trimethoxyphenethyl-amine.

後処理

  1. temperaturecooling
  2. stirringAfter stirring at room temperature for 3 hours
  3. temperaturecooling
  4. stirringstirring
  5. stirringstirred for a few minutes
  6. filtrationInorganic salts were filtered out
  7. washwashed with tetrahydrofuran
  8. concentrationthe filtrate was concentrated under reduced pressure
  9. dissolutionThe residue was dissolved in 2N hydrochloric acid
  10. washwashed with dichloromethane
  11. extractionthe released oil material was extracted with dichloromethane
  12. washAfter washed with water
  13. dry with materialthe extract was dried over potassium carbonate
  14. distillationthe solvent was distilled out under reduced pressure

出典と根拠

ORDレコード
ord-8255273984964209833a42019c298a05
出典データセット
uspto-grants-2001_11
特許番号
US06313153B1

関連ノート

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