Sodium Hydroxide → 3-Aminoazepan-2-one hydrochloride

HRID 1011851ノート

反応式

HRID 1011851 の反応式
[ClH:1].[NH2:2][C@H:3]([C:9]([OH:11])=O)[CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].[OH-].[Na+]>C(O)CCCCC>[ClH:1].[NH2:2][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]1=[O:11]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 69568L-Lysine monohydrochloride

生成物 1

HCID 122285623-Aminoazepan-2-one hydrochloride収率 75%

試薬・触媒・溶媒 1

HCID 81031-Hexanol溶媒

実験手順

A stirred mixture of L-lysine hydrochloride 1 (55 g, 300 mmol) and NaOH (12 g, 300 mmol) in hexanol (1.2 L) is heated to reflux with a Dean-Stark trap used to remove H2O. The suspension is refluxed for 8 hours until all starting material is consumed (which maybe determined by 1H NMR). The suspension is then cooled and filtered to remove byproduct NaCl. The filtrate is concentrated and the resulting crude α-amino-ε-caprolactam 2 is dissolved in water. After acidification to pH 6 with addition of concentrated HCl and partial concentration, crystals maybe formed at room temperature to afford α-amino-ε-caprolactam hydrochloride (37 g) in 75% yield.

後処理

  1. temperatureis heated
  2. temperatureto reflux with a Dean-Stark trap
  3. customto remove H2O
  4. temperatureThe suspension is refluxed for 8 hours until all starting material
  5. customis consumed (which
  6. temperatureThe suspension is then cooled
  7. filtrationfiltered
  8. customto remove byproduct NaCl
  9. concentrationThe filtrate is concentrated
  10. dissolutionthe resulting crude α-amino-ε-caprolactam 2 is dissolved in water
  11. additionAfter acidification to pH 6 with addition of concentrated HCl and partial concentration, crystals
  12. custommaybe formed at room temperature

出典と根拠

ORDレコード
ord-406881e1142d452db4638f84ccb7b139
出典データセット
uspto-grants-2011_07
特許番号
US07977450B2

反応ノート

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