Triphenylphosphine Oxide → HCID 131710995, compound

HRID 462310Notes

Reaction equation

HRID 462310 reaction equation
C([C:3]1[CH2:4][S:5](=[O:30])[C@@H:6]2[CH:17]([NH:18][C:19](=[O:28])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16](=[O:29])[N:7]2[C:8]=1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=O.[C:31]([CH:36]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:33][CH2:34][CH3:35])=[O:32].[C:56]1(P(=O)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[CH2:34]([O:33][C:31]([CH:36]=[CH:56][C:3]1[CH2:4][S:5](=[O:30])[C@@H:6]2[CH:17]([NH:18][C:19](=[O:28])[CH2:20][O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16](=[O:29])[N:7]2[C:8]=1[C:9]([O:11][C:12]([CH3:14])([CH3:13])[CH3:15])=[O:10])=[O:32])[CH3:35]

Participants

5

Reactant 3

HCID 13097Triphenylphosphine OxideHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 88821367HCID 88821367, compound

Product 1

HCID 131710995HCID 131710995, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 0.5 millimole of tert-butyl 3-formyl-7-phenoxyacetamido-3-cephem-4-carboxylate-1-oxide in 10 cc. of dry benzene was added 175 mg. (1 equivalent) of (carbethoxymethylene)-triphenylphosphorane. After allowing the reaction mixture to stand at room temperature for 11 days, the solvent was removed under reduced pressure, the residue taken up in hot ethyl acetate, and cooled to yield 140 mg. of crystalline triphenylphosphine oxide (m.p., 155°-157° C.) as by-product.

Workup

  1. customthe solvent was removed under reduced pressure
  2. temperaturecooled
  3. customto yield 140 mg

Sources & evidence

ORD record
ord-5b897744fee54cb1863c5a7cd7bc9b7b
Source dataset
uspto-grants-1977_12
Patent number
US04065620

Reaction notes

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