Trifluoroacetic acid → HCID 178480378, compound

HRID 1614063Notes

Reaction equation

HRID 1614063 reaction equation
[I-].C(OC([NH:9][C@@H:10]1[C:40](=[O:41])[N:12]2[C:13]([C:24]([O:26]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:25])=[C:14]([CH2:17][N+:18]3[N:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[CH2:15][S:16][C@H:11]12)=O)(C)(C)C.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(OC(C)C)(C)C>C(Cl)Cl>[NH2:9][C@@H:10]1[C:40](=[O:41])[N:12]2[C:13]([C:24]([O-:26])=[O:25])=[C:14]([CH2:17][N+:18]3[N:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[CH2:15][S:16][C@H:11]12

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 7914Diisopropyl EtherHCID 178480376HCID 178480376, compound

Product 1

HCID 178480378HCID 178480378, compoundYield 176.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of benzhydryl 7β-tert-butoxycarbonylamino-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate iodide (22.3 g) and anisole (22 ml) in methylene chloride (66 ml) was added trifluoroacetic acid (44 ml) under ice-cooling. After the mixture was stirred at ambient temperature for an hour, the reaction mixture was added dropwise to diisopropyl ether (600 ml). The resultant precipitates were collected by filtration to give bis(trifluoroacetic acid) salts of 7β-amino-3-(2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate (16.83 g).

Workup

  1. temperaturecooling
  2. customThe resultant precipitates
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-18051330a6104fa39a3890831faaa6be
Source dataset
uspto-grants-1993_03
Patent number
US05194432

Reaction notes

Loading…