Formaldehyde → HCID 131717345, compound

HRID 1656170Notes

Reaction equation

HRID 1656170 reaction equation
[I-].[CH:2]([O:15][C:16]([C:18]1[N:23]2[C:24](=[O:33])[C:25](=[CH:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C@H:22]2[S:21][CH:20]([NH2:34])[C:19]=1[CH2:35][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:17])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C=O.[C:57](=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl.O>[CH:26](=[C:25]1[C:24](=[O:33])[N:23]2[C:18]([C:16]([O:15][CH:2]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)=[O:17])=[C:19]([CH:35]=[CH2:57])[CH:20]([NH2:34])[S:21][C@H:22]12)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 131717346HCID 131717346, compound

Product 1

HCID 131717345HCID 131717345, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of [4-benzhydryloxycarbonyl-7-benzylidene-amino-3-cephem-3-yl]methyl-triphenylphosphonium iodide (16.9 g) in methylene chloride (200 ml) and water (100 ml) was added 36% aqueous formaldehyde (48 ml), followed by adjusting to pH 9.0 with sodium carbonate. After the mixture was stirred at ambient temperature for an hour, the separated organic solution was washed with an aqueous sodium chloride and then dried over magnesium sulfate. Removal of the solvent gave benzhydryl 7-benzylidene-amino-3-vinyl-3-cephem-4-carboxylate (8.6 g), mp 124°-132° C.

Workup

  1. washthe separated organic solution was washed with an aqueous sodium chloride
  2. dry with materialdried over magnesium sulfate
  3. customRemoval of the solvent

Sources & evidence

ORD record
ord-bd3306e3863844cea40f7ca3727830a2
Source dataset
uspto-grants-1993_10
Patent number
US05252731

Reaction notes

Loading…