Phosphorus oxide (P4O10) → HCID 12415172, compound

HRID 343317Notes

Reaction equation

HRID 343317 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[CH3:15][O:16][CH2:17][C:18]([NH:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=O>C1(C)C(C)=CC=CC=1>[CH3:15][O:16][CH2:17][C:18]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][CH2:21][N:20]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 149486162-Methoxy-N-(2-phenylethyl)acetamide

Product 1

HCID 12415172HCID 12415172, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Phosphorous pentoxide (25 g, 0.176 mol) was added to a stirred solution of the product from (a) above (14.47 g, 0.075 mol) in xylene (35 ml) and the resulting mixture heated under reflux for 2.5 hours. The solvent was decanted from the resulting black gum which was triturated with xylene and then, when cool, with ether. Water was then carefully added, with ice-cooling, and the resulting mixture basified with 2M aqueous sodium hydroxide solution and then extracted with ether. The extract was washed with water, dried (MgSO4) and evaporated under reduced pressure to give a brown oil (13.4 g) which was purified by chromatography on silica gel, using ether as eluent, to afford the required compound (5.88 g) as an orange oil. Rf 0.28 (SS 2).

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe solvent was decanted from the resulting black gum which
  4. customwas triturated with xylene
  5. temperaturewhen cool, with ether
  6. additionWater was then carefully added, with ice-
  7. temperaturecooling
  8. extractionextracted with ether
  9. washThe extract was washed with water
  10. dry with materialdried (MgSO4)
  11. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1cf0bb21140b4bbe9cd1e6e6ec7b1e54
Source dataset
uspto-grants-1999_01
Patent number
US05861393

Reaction notes

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