Phosphorus sulfide (P2S5) → HCID 23453665, compound

HRID 1277363Notes

Reaction equation

HRID 1277363 reaction equation
[C:1]1([CH:7]2[C:13]3([CH2:17][CH2:16][C:15](=O)[NH:14]3)[CH:11]3[CH2:12][CH:8]2[CH:9]=[CH:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:20].[O-2].[Ca+2]>>[C:1]1([CH:7]2[C:13]3([CH2:17][CH2:16][C:15](=[S:20])[NH:14]3)[CH:11]3[CH2:12][CH:8]2[CH:9]=[CH:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 14817Phosphorus sulfide (P2S5)HCID 6850728CalciumoxideHCID 23453755HCID 23453755, compound

Product 1

HCID 23453665HCID 23453665, compound

Procedure

20 mmoles of 3-phenyl-spiro[bicyclo[2.2.1]-hept-5-ene-2,2'-pyrrolidin]-5'-one, 4 g of phosphorus pentasulfide and 3 g of calcium oxide are stirred at 50°C. for 2 hours and the mixture is filtered hot into a saturated sodium carbonate solution. The residue is substantially disintegrated with concentrated hydrochloric acid, the mixture is diluted with water and the solutions are combined. The mixture is extracted several times by shaking with toluene and the organic phases are separated off, dried and evaporated in vacuo. Recrystallization of the residue from ethyl acetate gives colorless crystals of melting point 204° C. (decomposition).

Workup

  1. filtrationthe mixture is filtered hot into a saturated sodium carbonate solution
  2. additionthe mixture is diluted with water
  3. extractionThe mixture is extracted several times
  4. customthe organic phases are separated off
  5. customdried
  6. customevaporated in vacuo
  7. customRecrystallization of the residue from ethyl acetate
  8. customgives colorless crystals of melting point 204° C. (decomposition)

Sources & evidence

ORD record
ord-3aba7862dd6f4e7baee4148248eec373
Source dataset
uspto-grants-1981_07
Patent number
US04277470

Reaction notes

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