Trifluoroacetic acid → Trifluoroacetic acid

HRID 1607942Notes

Reaction equation

HRID 1607942 reaction equation
[I-:1].C(OC([NH:9][CH:10]1[C:40](=[O:41])[N:12]2[C:13]([C:24](OC(C3C=CC=CC=3)C3C=CC=CC=3)=[O:25])=[C:14]([CH2:17][N+:18]3([CH3:23])[CH2:22][CH2:21][CH2:20][CH2:19]3)[CH2:15][S:16][C@H:11]12)=O)(C)(C)C.[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].C(OC(C)C)(C)C>ClCCl.C1(OC)C=CC=CC=1>[F:42][C:43]([F:48])([F:47])[C:44]([OH:46])=[O:45].[NH2:9][CH:10]1[C:40](=[O:41])[N:12]2[C:13]([C:24]([I:1])=[O:25])=[C:14]([CH2:17][N+:18]3([CH3:23])[CH2:22][CH2:21][CH2:20][CH2:19]3)[CH2:15][S:16][C@H:11]12

Participants

7

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7914Diisopropyl EtherHCID 131716123HCID 131716123, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 131716122HCID 131716122, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

To a solution of benzhydryl 7-tert-butoxycarbonylamino-3-(1-methylpyrrolidinio)methyl-3-cephem-4-carboxylate iodide (4.42 g) in a mixture of dichloromethane (12 ml) and anisole (4.4 ml) was added trifluoroacetic acid (8.8 ml) under ice-cooling. After stirring for 30 minutes at room temperature, the reaction mixture was gradually poured into diisopropyl ether. The resultant precipitate was collected by filtration, washed with diisopropyl ether and dried over phosphorus pentoxide to give trifluoroacetic acid salt of 7-amino-3-(1-methyl-1-pyrrolidinio)methyl-3-cephem-4-carboxylic acid iodide (2.51 g).

Workup

  1. temperaturecooling
  2. filtrationThe resultant precipitate was collected by filtration
  3. washwashed with diisopropyl ether
  4. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-2c789edfb4364e48b3593ab801f55639
Source dataset
uspto-grants-1989_09
Patent number
US04868174

Reaction notes

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