Ethanol → HCID 20270349, compound

HRID 485370Notes

Reaction equation

HRID 485370 reaction equation
[CH2:1]1[C:8]2[N:4]([C:5]([C:9]([C:11]3[N:12]4[C:16](=[C:17]([C:20]([OH:22])=[O:21])[C:18]=3[CH3:19])[CH:15]([C:23]([OH:25])=[O:24])[CH2:14][CH2:13]4)=[O:10])=[CH:6][CH:7]=2)[CH2:3][CH2:2]1.[CH2:26](O)[CH3:27]>>[CH2:1]1[C:8]2[N:4]([C:5]([C:9]([C:11]3[N:12]4[C:16](=[C:17]([C:20]([OH:22])=[O:21])[C:18]=3[CH3:19])[CH:15]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][CH2:13]4)=[O:10])=[CH:6][CH:7]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 702EthanolHCID 20270357HCID 20270357, compound

Product 1

HCID 20270349HCID 20270349, compound

Procedure

A stirred mixture of the diacid from Step C above (1.3 g, 0.0038 m), ethanol (30 ml) and resin catalyst (1.3 g; Biorad AG 50W-XB) was heated under reflux for 10 hours in an inert atmosphere, filtered hot, the solution allowed to cool, ice-bath cooled and filtered to yield ethyl 5-(2,3-dihydro-1H-pyrrolizine- 5-oyl)-7-carboxy-6-methyl-2,3-dihydro-1H-pyrrolizine-1-carboxylate (0.73 g) as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 10 hours in an inert atmosphere
  3. filtrationfiltered hot
  4. temperatureto cool
  5. temperatureice-bath cooled
  6. filtrationfiltered

Sources & evidence

ORD record
ord-489bc190d7654151ac6aa2585c2a9b61
Source dataset
uspto-grants-1985_08
Patent number
US04536512

Reaction notes

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