Ammonia → 1-Azabicyclo[3.1.1]heptane-5-carboxamide

HRID 466812

反応式

HRID 466812 の反応式
[N:1]12[CH2:7][C:5]([C:8]([O:10]C)=O)([CH2:6]1)[CH2:4][CH2:3][CH2:2]2.[NH3:12].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[N:1]12[CH2:7][C:5]([C:8]([NH2:12])=[O:10])([CH2:6]1)[CH2:4][CH2:3][CH2:2]2

参加物

5

反応物 3

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 19814748Methyl 1-azabicyclo[3.1.1]hept-5-ylcarboxylate

生成物 1

HCID 198147681-Azabicyclo[3.1.1]heptane-5-carboxamide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Methyl 1-azabicyclo[3.1.1]hept-5-ylcarboxylate (D4, 1.35 g, 0.0087 mole) was treated with 20M aqueous ammonia solution (25 ml) and the mixture stirred at room temperature for 2 days. The solution was saturated with potassium carbonate and shaken with chloroform (40 ml) The mixture separated into three layers. The chloroform solution contained some product, however the majority was in the middle layer. These two were combined and concentrated in vacuo and the residue then treated with toluene (60 ml) and again concentrated in vacuo to azeotrope out the water. The title compound (D12) remained as a white solid (1.07 g, 88%) m.p. 188°-1920° C.

後処理

  1. customseparated into three layers
  2. concentrationconcentrated in vacuo
  3. additionthe residue then treated with toluene (60 ml)
  4. concentrationagain concentrated in vacuo

出典と根拠

ORDレコード
ord-c2d116e29ed4478dadb10cba8e5b15ae
出典データセット
uspto-grants-1992_10
特許番号
US05157160

関連ノート

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