Hydrochloric Acid → HCID 69037856, compound

HRID 1883972Notes

Reaction equation

HRID 1883972 reaction equation
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[C:3](=[O:8])[NH:2]2.[CH2:9](O)[CH3:10].[ClH:12].CC[O:15]CC>>[ClH:12].[NH2:2][C@@H:1]1[CH2:7][C@H:4]([C:3]([O:8][CH2:9][CH3:10])=[O:15])[CH:5]=[CH:6]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3283Diethyl EtherHCID 5486782-Azabicyclo(2.2.1)hept-5-en-3-one

Product 1

HCID 69037856HCID 69037856, compoundYield 100%

Procedure

A mixture of (−)-2-azabicyclo[2.2.1]hept-5-en-3-one (10 g, 91.7 mmol), ethanol (200 mL) and conc. HCl (10 mL) was heated at reflux for 2 h. The mixture was concentrated and the residue dried under vacuum. A white solid was obtained which was suspended in ether to give 17.5 g (100%) of (−)-ethyl cis-4-amino-2-cyclopentene-1-carboxylate hydrochloride.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. concentrationThe mixture was concentrated
  4. customthe residue dried under vacuum
  5. customA white solid was obtained which

Sources & evidence

ORD record
ord-96630a534aee4b9a8e1732c595160fda
Source dataset
uspto-grants-2004_07
Patent number
US06762316B1

Reaction notes

Loading…