Sodium Hydroxide → 2-(Aminomethyl)-1-(4-chlorobenzyl)pyrrolidine

HRID 1449166ノート

反応式

HRID 1449166 の反応式
[H-].[Li].[Al].[Cl:4][C:5]1[CH:20]=[CH:19][C:8]([CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][C:11]2=[CH:15][N+:16]([O-])=O)=[CH:7][CH:6]=1.[OH-].[Na+]>O1CCCC1.O>[NH2:16][CH2:15][CH:11]1[CH2:12][CH2:13][CH2:14][N:10]1[CH2:9][C:8]1[CH:7]=[CH:6][C:5]([Cl:4])=[CH:20][CH:19]=1

参加物

8

反応物 5

HCID 14798Sodium HydroxideHCID 166653HydrideHCID 3028194LithiumHCID 5359268AluminumHCID 541862911-p-Chlorobenzyl-2-nitromethylene-pyrrolidine

生成物 1

HCID 147090362-(Aminomethyl)-1-(4-chlorobenzyl)pyrrolidine収率 80.3%

試薬・触媒・溶媒 2

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

実験手順

500 ml of anhydrous tetrahydrofurane and 23.4 g (0.615 mol) of the double hydride of lithium and aluminium are introduced into a reactor equipped with a mechanical stirrer, and a solution of 27.3 g (0.108 mol) of 1-p-chlorobenzyl-2-nitromethylene-pyrrolidine in 1,000 ml of tetrahydrofurane is then added slowly. The reaction mixture is heated at the reflux temperature for 12 hours and then cooled, and 53 ml of water are added dropwise, followed by 53 ml of 20% strength sodium hydroxide solution and finally 53 ml of water. The precipitate is filtered off and extracted with 500 ml of ether. The ether solution is combined with the filtrate and dried over magnesium sulphate, the solvents are evaporated and the residue is distilled under reduced pressure. 19.5 g (yield: 80.2%) of 2-aminomethyl-1-p-chlorobenzyl-pyrrolidine distilling at 118°-120° under a pressure of 0.06 mm of mercury are obtained.

後処理

  1. customequipped with a mechanical stirrer
  2. temperatureThe reaction mixture is heated at the reflux temperature for 12 hours
  3. temperaturecooled
  4. filtrationThe precipitate is filtered off
  5. extractionextracted with 500 ml of ether
  6. dry with materialdried over magnesium sulphate
  7. customthe solvents are evaporated
  8. distillationthe residue is distilled under reduced pressure

出典と根拠

ORDレコード
ord-fbb1a350c7f6498f9163b95a891d504b
出典データセット
uspto-grants-1980_02
特許番号
US04189495

反応ノート

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