Phosphorus sulfide (P2S5) → HCID 131712885, compound

HRID 1902177Notes

Reaction equation

HRID 1902177 reaction equation
[C:1]([NH:9][C@H:10]([C:14]([O:16][CH3:17])=[O:15])[CH:11]([CH3:13])[CH3:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:19]>C1C=CC=CC=1.CCCCCC.C(OCC)(=O)C>[C:1]([NH:9][C@H:10]([C:14]([O:16][CH3:17])=[O:15])[CH:11]([CH3:13])[CH3:12])(=[S:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 683980HCID 683980, compound

Product 1

HCID 131712885HCID 131712885, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 21226206Ethyl acetate hexaneSolvent

Conditions

Temperature
20 °C

Procedure

To 3.0 g. N-benzoyl-L-valine, methyl ester dissolved in 50 ml benzene was added 0.56 g. phosphorus pentasulfide in one portion at 20° C. The mixture was refluxed for about 4 hours, cooled to about 20° C. and filtered. The resulting oil which was collected was washed with methylene chloride and filtered. The combined filtrates were concentrated under vacuum to yield a yellow oil. Column chromatography with silica gel and a hexane-ethyl acetate solvent system gave 1.89 g. (59%) of a yellow oil.

Workup

  1. additionwas added 0.56 g
  2. customat 20° C
  3. temperatureThe mixture was refluxed for about 4 hours
  4. filtrationfiltered
  5. customThe resulting oil which was collected
  6. washwas washed with methylene chloride
  7. filtrationfiltered
  8. concentrationThe combined filtrates were concentrated under vacuum
  9. customto yield a yellow oil

Sources & evidence

ORD record
ord-c045d6f183904a7fa7be119ea7ccafbd
Source dataset
uspto-grants-1982_12
Patent number
US04362550

Reaction notes

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