Octylamine → 3-Octyl-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366540Notes

Reaction equation

HRID 366540 reaction equation
[CH2:1]([NH2:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH:10]12[CH2:15][CH:14]1[C:13](=[O:16])[O:12][C:11]2=O>>[CH2:1]([N:9]1[C:11](=[O:12])[CH:10]2[CH:14]([CH2:15]2)[C:13]1=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 8143OctylamineHCID 27347213-Oxabicyclo(3.1.0)hexane-2,4-dione

Product 1

HCID 37963773-Octyl-3-azabicyclo[3.1.0]hexane-2,4-dione

Conditions

Temperature
180 °C

Procedure

A mixture of n-octylamine (24.2 g) and 3-oxabicyclo[3.1.0]hexane-2,4-dione (20.0 g) was heated at 180° C. for 2.5 hours and was then cooled to room temperature. The mixture was distilled in vacuo (boiling point 140-142° C. @ 0.1 mmHg) to give the title compound as a colourless oil.

Workup

  1. temperaturewas then cooled to room temperature
  2. distillationThe mixture was distilled in vacuo (boiling point 140-142° C. @ 0.1 mmHg)

Sources & evidence

ORD record
ord-205c7744a0ef44b9b38d77991e183f5b
Source dataset
uspto-grants-2000_10
Patent number
US06130241

Reaction notes

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