Triethylamine → Levetiracetam

HRID 601727ノート

反応式

HRID 601727 の反応式
[CH2:1]([C@H:3]([N:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:4](O)=[O:5])[CH3:2].C([N:15](CC)CC)C.CS(Cl)(=O)=O>C(Cl)Cl>[CH2:1]([C@H:3]([N:7]1[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:4]([NH2:15])=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 116079932-(2-Oxopyrrolidin-1-yl)butanoic acid, (2S)-

生成物 1

HCID 5284583Levetiracetam収率 81.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A suspension of (s)-alpha-ethyl-2-oxo-1-pyrrolidineacetic acid (45 g, 0.26 mol) in methylene chloride (225 ml) was cooled to 0° C. and triethylamine (53 g, 0.53 mol) and methanesulfonyl chloride (39 g, 0.34 mol) were added dropwise. The mixture was stirred at 0° C. for 30 min., then a stream of ammonia was purged in the solution for 2 hours. The insoluble solids were filtered and the filtrate was concentrated. The product was crystallized from methyl isobutyl ketone to give 36 g (80%) of (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide.

後処理

  1. customa stream of ammonia was purged in the solution for 2 hours
  2. filtrationThe insoluble solids were filtered
  3. concentrationthe filtrate was concentrated
  4. customThe product was crystallized from methyl isobutyl ketone

出典と根拠

ORDレコード
ord-1f4ce74fbdcf4aa2b12baf610ca2733a
出典データセット
uspto-grants-2011_03
特許番号
US07902380B2

反応ノート

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