Phosphorus oxide (P4O10) → HCID 69311331, compound

HRID 268616Notes

Reaction equation

HRID 268616 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])=[CH:15][CH:14]=2)=[O:12])=[CH:4][C:3]=1[O:32][CH3:33].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.C(=O)([O-])O.[Na+]>CS(O)(=O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][N:22]([CH3:23])[CH3:24])=[CH:15][CH:14]=3)=[CH:10][C:9]=2[C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)=[CH:4][C:3]=1[O:32][CH3:33]

Participants

5

Reactant 3

HCID 14812Phosphorus oxide (P4O10)HCID 516892Sodium BicarbonateHCID 69313935HCID 69313935, compound

Product 1

HCID 69311331HCID 69311331, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

The product of Example 1 Step 2 (450 mg, 0.96 mmol) was added to a stirred suspension of phosphorus pentoxide (400 mg) in dry methane sulphonic acid (4ml). After stirring at room temperature for 1 hour, the reaction mixture was cautiously poured into a stirred solution of saturated aqueous sodium hydrogen carbonate. The mixture was extracted with ethyl acetate and the organic phase washed with water and brine, dried and concentrated in vacuo to give the title compound (400 mg, 93%); MS(ES+) m/e 449,451 [M+H]+.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic phase washed with water and brine
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b3d9ff9af024481ba738e516e147ee7f
Source dataset
uspto-grants-2008_11
Patent number
US07446106B2

Reaction notes

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