1,1'-(Diazomethylene)bis(benzene) → HCID 68140924, compound

HRID 1729676Notes

Reaction equation

HRID 1729676 reaction equation
[Cl:1][C@@:2]1([CH3:32])[C@H:7]([C:8]([OH:10])=[O:9])[N:6]2[C:11](=[O:31])[C@@H:12]([NH:13][C:14](=[O:30])[CH:15]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)NC(OC(C)(C)C)=O)[C@H:5]2[S:4][CH2:3]1.[C:33]1([C:39]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[N+]=[N-])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(Cl)Cl>[Cl:1][C@@:2]1([CH3:32])[C@H:7]([C:8]([O:10][CH:39]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)=[O:9])[N:6]2[C:11](=[O:31])[C@@H:12]([NH:13][C:14](=[O:30])[CH2:15][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C@H:5]2[S:4][CH2:3]1

Participants

4

Reactant 2

HCID 612301,1'-(Diazomethylene)bis(benzene)HCID 86734117HCID 86734117, compound

Product 1

HCID 68140924HCID 68140924, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3β-chloro-3α-methyl-7β-(α-tert. -butoxycarbonylaminophenylacetamido)cepham-4α-carboxylic acid (0.9 g) in methylene chloride (20 ml), is added a solution of diphenyldiazomethane in methylene chloride until the red color or the reaction solution does not disappear. The reaction mixture is evaporated to remove the solvent, leaving a residue of benzhydryl 3β-chloro-3α-methyl-7β-phenylacetamidocepham-4α-carboxylate (1.17 g). Yield: 96%.

Workup

  1. customThe reaction mixture is evaporated
  2. customto remove the solvent

Sources & evidence

ORD record
ord-e43e6f1370ed481596c4d5e9a2be69f3
Source dataset
uspto-grants-1976_11
Patent number
US03989685

Reaction notes

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