Glutaric anhydride → HCID 14855761, compound

HRID 257197Notes

Reaction equation

HRID 257197 reaction equation
[CH2:1]([C:7]1[N:8]2[C:12](=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:14]=1)[CH2:11][CH2:10][CH2:9]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[C:21]1(=[O:28])[O:27][C:25](=[O:26])[CH2:24][CH2:23][CH2:22]1>C(Cl)Cl>[CH2:1]([C:7]1[N:8]2[C:12](=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:14]=1[C:21](=[O:28])[CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH2:11][CH2:10][CH2:9]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 14855760HCID 14855760, compound

Product 1

HCID 14855761HCID 14855761, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5 mmoles of 5-(n-hexyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine 69 are reacted in 20 ml of CH2Cl2 with 5 mmoles (0.5 g) of glutaric acid anhydride and 11 mmoles (1.47 g) of AlCL3 similarly to the procedure for preparing the 5-(diphenyl-2,3-dihydro-1H-pyrrolizinyl)-5-oxovaleric-acids. The product is purified by column chromatography (silica gel, 1st n-hexane/ether 1+1, 2nd ether). After the eluates are concentrated, 71 remains as an oil.

Workup

  1. customThe product is purified by column chromatography (silica gel, 1st n-hexane/ether 1+1, 2nd ether)
  2. concentrationAfter the eluates are concentrated

Sources & evidence

ORD record
ord-f5941c24686d4e1ab38802685caacafa
Source dataset
uspto-grants-1993_11
Patent number
US05260451

Reaction notes

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