Carbon Dioxide → HCID 20270364, compound

HRID 485371Notes

Reaction equation

HRID 485371 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(O)=O)[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.O=O.C(=O)=O>C(OCC)(=O)C.CCCCCC>[CH2:1]1[C:8]2[N:4]([C:5]([C:9]([C:11]3[N:12]4[C:16](=[CH:17][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

5

Reactant 3

HCID 280Carbon DioxideHCID 977OxygenHCID 20270349HCID 20270349, compound

Product 1

HCID 20270364HCID 20270364, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

A stirred portion (0.63 g, 0.0007 m) of the acid from Step D above in an oxygen-free atmosphere is set in an oil-bath set at 210° C. (and rising to 230° C.) and kept there until carbon dioxide evolution ceases. Chromatography of the residue obtained, using a silica gel column and 25% ethyl acetate/hexane as eluant yields pure ethyl 5-(2,3-dihydro-1H-pyrrolizin-5-oyl)-6-methyl-2,3-dihydro-1H-pyrrolizine-1-carboxylate.

Workup

  1. customset at 210° C.
  2. custom(and rising to 230° C.)
  3. customChromatography of the residue obtained

Sources & evidence

ORD record
ord-164d3fb0bf364a3fa79e0452bdd16c65
Source dataset
uspto-grants-1985_08
Patent number
US04536512

Reaction notes

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