Sodium Carbonate → HCID 13938965, compound

HRID 580211Notes

Reaction equation

HRID 580211 reaction equation
[Cl-].[CH:2](=[N:9][CH:10]1[C:53](=[O:54])[N:12]2[C:13]([C:37]([O:39][CH:40]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:38])=[C:14]([CH2:17][P+:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][S:16][C@H:11]12)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH:2](=[N:9][CH:10]1[C:53](=[O:54])[N:12]2[C:13]([C:37]([O:39][CH:40]([C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)=[O:38])=[C:14]([CH:17]=[P:18]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][S:16][C@H:11]12)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 131715334Benzhydryl 7-Benzylideneamino-3-triphenylphosphoniomethyl-3-cephem-4-carboxylate chloride

Product 1

HCID 13938965HCID 13938965, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of XV (322 g, 0.42 mole) and 5N Na2CO3 (252 ml) in CH2Cl2 (1.6 L) was stirred vigorously for 15 minutes at room temperature. The organic layer was separated, dried over MgSO4 and concentrated to about 500 ml of volume. The concentrate was added to acetone (1 L), with stirring, to give a light yellow crystalline powder which was collected by filtration to yield 237 g (78%) of XVI, melting at 195°-198° C. (dec.).

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated to about 500 ml of volume
  4. additionThe concentrate was added to acetone (1 L)
  5. stirringwith stirring
  6. customto give a light yellow crystalline powder which
  7. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-70393c8a050c492581035b258f49a558
Source dataset
uspto-grants-1988_06
Patent number
US04751295

Reaction notes

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