Sodium Carbonate → methyl 5-(N-hydroxycarbamimidoyl)pentanoate

HRID 1616572ノート

反応式

HRID 1616572 の反応式
C(=O)([O-])[O-].[Na+].[Na+].[CH3:7][O:8][C:9](=[O:16])[CH2:10][CH2:11][CH2:12][CH2:13][C:14]#[N:15].Cl.[NH2:18][OH:19]>C(O)C>[OH:19][NH:18][C:14]([CH2:13][CH2:12][CH2:11][CH2:10][C:9]([O:8][CH3:7])=[O:16])=[NH:15]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 554130Methyl 5-cyanopentanoate

生成物 1

HCID 178500328methyl 5-(N-hydroxycarbamimidoyl)pentanoate収率 87%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Add sodium carbonate (4.5 g, 42 mmol) to a solution of commercially available 5-cyano-pentanoic acid methyl ester (5.0 g, 35 mmol) and hydroxylamine hydrochloride (2.9 g, 42 mmol) in ethanol (100 mL) at room temperature under nitrogen and heat the mixture at reflux for 5.5 h. Filter the mixture through celite and remove the solvent under reduced pressure to provide crude methyl 5-(N-hydroxycarbamimidoyl)pentanoate (5.3 g, 87% yield), which is carried forward without further purification.

後処理

  1. temperatureheat the mixture
  2. temperatureat reflux for 5.5 h
  3. filtrationFilter the mixture through celite
  4. customremove the solvent under reduced pressure

出典と根拠

ORDレコード
ord-6fb1b10b05d74594bd6b46760a7fae8d
出典データセット
uspto-grants-2014_07
特許番号
US08765796B2

反応ノート

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