Diethyl Oxalate → HCID 67370767, compound

HRID 1677075Notes

Reaction equation

HRID 1677075 reaction equation
[C:1]([O:8][CH2:9][CH3:10])(=[O:7])[C:2]([O:4]CC)=O.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C@H:18]2[NH:22][C@@H:21]([C@@H](O)C)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1>>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]([C@H:18]2[N:22]3[C@@H:21]([C@H:9]([CH3:10])[O:8][C:1](=[O:7])[C:2]3=[O:4])[CH2:20][CH2:19]2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 7268Diethyl OxalateHCID 67372557HCID 67372557, compound

Product 1

HCID 67370767HCID 67370767, compound

Procedure

Diethyl oxalate (5 mL) was added to (S)-1-[(2R,5S)-5-(4-chlorophenyl)pyrrolidine-2-yl]ethanol (570 mg). Stirring was continued for 2 hours at 120° C. The solvent was removed under a vacuum, and the residue was purified by silica gel column chromatography (heptane/ethyl acetate→ethyl acetate), and the title compound (470 mg) was obtained. The physical property values are as follows.

Workup

  1. customThe solvent was removed under a vacuum
  2. customthe residue was purified by silica gel column chromatography (heptane/ethyl acetate→ethyl acetate)

Sources & evidence

ORD record
ord-7da2d1619c7d4ca8b9739698b33cad96
Source dataset
uspto-grants-2011_08
Patent number
US08008293B2

Reaction notes

Loading…