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Potassium Carbonate → (S)-1-(3-hydroxypropyl)pyrrolidine-2-carboxamide

HRID 1838584
ノート
印刷プレビュー

反応式

HRID 1838584 の反応式
Br[CH2:2][CH2:3][CH2:4][OH:5].[NH:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[C:11]([NH2:13])=[O:12].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:5][CH2:4][CH2:3][CH2:2][N:6]1[CH2:10][CH2:9][CH2:8][C@H:7]1[C:11]([NH2:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 111306L-Prolinamide

生成物 1

HCID 45116058(S)-1-(3-hydroxypropyl)pyrrolidine-2-carboxamide収率 60.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

3-Bromo-1-propanol (584 mg, 4.2 mmol) was added to a mixture of (S)-pyrrolidine-2-carboxamide (399 mg, 3.5 mmol) and potassium carbonate (966 mg, 7 mmol) in acetonitrile (10 ml). The mixture was heated at reflux for 5 hours and the mixture was stirred for 18 hours at ambient temperature. The insolubles were removed by filtration and the solvent was removed from the filtrate by evaporation. The residue was purified by column chromatography on silica eluting with methylene chloride/methanol (9/1 followed by 8/2) to give (S)-1-(3-hydroxypropyl)-pyrrolidine-2-carboxamide (365 mg, 60%).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 5 hours
  3. customThe insolubles were removed by filtration
  4. customthe solvent was removed from the filtrate by evaporation
  5. customThe residue was purified by column chromatography on silica eluting with methylene chloride/methanol (9/1 followed by 8/2)

出典と根拠

ORDレコード
ord-63777e87f6734e92a196e158860ed5bf
出典データセット
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06673803B2

反応ノート

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