2-(1-Cyclohexenyl)ethylamine → 3-[2-(Cyclohexen-1-yl)ethyl]-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366541Notes

Reaction equation

HRID 366541 reaction equation
[C:1]1([CH2:7][CH2:8][NH2:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[CH:10]12[CH2:15][CH:14]1[C:13](=[O:16])[O:12][C:11]2=O>>[C:1]1([CH2:7][CH2:8][N:9]2[C:11](=[O:12])[CH:10]3[CH:14]([CH2:15]3)[C:13]2=[O:16])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

3

Reactant 2

HCID 769382-(1-Cyclohexenyl)ethylamineHCID 27347213-Oxabicyclo(3.1.0)hexane-2,4-dione

Product 1

HCID 232899873-[2-(Cyclohexen-1-yl)ethyl]-3-azabicyclo[3.1.0]hexane-2,4-dione

Conditions

Temperature
180 °C

Procedure

A mixture of 2-(cyclohexen-1-yl)ethylamine (0.59 g) and 3-oxabicyclo[3.1.0]hexane-2,4-dione (0.5 g) was heated at 180° C. for 3 hours. The resulting mixture was cooled to room temperature to give the title compound as a yellow solid, m.p. 60-61° C.

Workup

  1. temperatureThe resulting mixture was cooled to room temperature

Sources & evidence

ORD record
ord-eadb4d5121e74d88882f774216a6179b
Source dataset
uspto-grants-2000_10
Patent number
US06130241

Reaction notes

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