Formaldehyde → HCID 131717345, compound

HRID 1195506Notes

Reaction equation

HRID 1195506 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]methyltriphenyl-phosphonium 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-47d1072c2e514ed9a1ab303531d396f8
Source dataset
uspto-grants-1992_05
Patent number
US05110921

Reaction notes

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