Ethyl Acetate → HCID 70081522, compound

HRID 1081564Notes

Reaction equation

HRID 1081564 reaction equation
Br[CH:2]1[C:7]([CH3:8])=[C:6]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[N:5]2[C:17](=[O:21])[C@H:18]([O:19][CH3:20])[C@H:4]2[S:3]1(=[O:23])=[O:22].CC[O:26][C:27]([CH3:29])=[O:28]>C(#N)C.C([O-])(=O)C1C=CC=CC=1.[Ag+]>[C:27]([O:26][CH:2]1[C:7]([CH3:8])=[C:6]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[N:5]2[C:17](=[O:21])[C@H:18]([O:19][CH3:20])[C@H:4]2[S:3]1(=[O:23])=[O:22])(=[O:28])[C:29]1[CH:11]=[CH:9][CH:6]=[CH:7][CH:2]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 70080153HCID 70080153, compound

Product 1

HCID 70081522HCID 70081522, compound

Reagents, catalysts & solvents 2

HCID 164649Silver benzoateCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-bromo-7α-methoxy-3-methyl-4-phenylcarbonyl-3-cephem 1,1-dioxide (130 mg) and silver benzoate (115 mg) in acetonitrile (10 ml) was stirred at room temperature for 30 minutes. The reaction mixture was diluted with EtOAc, then filtered and the filtrate was rotoevaporated. The residue was purified by flash chromatography (eluting with n-hexane/EtOAc mixtures) affording the title product as a white powder (85 mg) IR (KBr) 1805, 1740, 1675.

Workup

  1. filtrationfiltered
  2. customThe residue was purified by flash chromatography (eluting with n-hexane/EtOAc mixtures)

Sources & evidence

ORD record
ord-eb1b18206193491c958b56b85dca58d6
Source dataset
uspto-grants-1996_12
Patent number
US05587373

Reaction notes

Loading…