Trifluoroacetic acid → Trifluoroacetic acid

HRID 1380982Notes

Reaction equation

HRID 1380982 reaction equation
[I-:1].C(OC([NH:9][CH:10]1[C:43](=[O:44])[N:12]2[C:13]([C:27]([O:29]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:28])=[C:14]([CH:17]=[CH:18][S:19][CH2+:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]3[CH3:26])[CH2:15][S:16][C@H:11]12)=O)(C)(C)C.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].C(OC(C)C)(C)C>C(Cl)Cl.C1(OC)C=CC=CC=1>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[IH:1].[NH2:9][CH:10]1[C:43](=[O:44])[N:12]2[C:13]([C:27]([O-:29])=[O:28])=[C:14]([CH:17]=[CH:18][S:19][CH2+:20]3[CH:25]=[CH:24][CH:23]=[CH:22][N:21]3[CH3:26])[CH2:15][S:16][C@H:11]12

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 7914Diisopropyl Ether

Product 1

HCID 6422Trifluoroacetic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

To a ice-cooled solution of benzhydryl 7-tertbutoxycarbonylamino-3-[2-(1-methyl-2-pyridinio)thiovinyl]-3-cephem-4-carboxylate iodide (trans isomer) (5.0 g) in methylenechloride (15 ml) and anisole (20 ml) was dropwise added to trifluoroacetic acid (40 ml). The mixture was stirred under same condition for 2 hours. The reaction mixture was poured into diisopropylether and the resultant precipitate was collected by filtration to give trifluoroacetic acid salt of 7-amino-3-[2-(1-methyl-2-pyridinio)thiovinyl]-3-cephem-4-carboxylate hydriodide (trans isomer) (3.9 g).

Workup

  1. filtrationthe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-0bc6f0265b65478db0d1eb87b40f78c0
Source dataset
uspto-grants-1986_04
Patent number
US04584290

Reaction notes

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