Sulfuric Acid → HCID 67100079, compound

HRID 1868775Notes

Reaction equation

HRID 1868775 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.OS(O)(=O)=O.[F:20][C:21]1[CH:22]=[C:23]([C:28]2([C:34]([CH:36]([C:42]([O:44][CH2:45][CH3:46])=[O:43])[C:37](OCC)=[O:38])=[O:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:24]=[CH:25][C:26]=1[F:27]>CCOC(C)=O>[F:27][C:26]1[CH:25]=[C:24]2[C:23](=[CH:22][C:21]=1[F:20])[C:28]1([CH2:33][CH2:32][O:31][CH2:30][CH2:29]1)[C:34](=[O:35])[C:36]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[C:37]2[OH:38]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14812Phosphorus oxide (P4O10)HCID 67099420HCID 67099420, compound

Product 1

HCID 67100079HCID 67100079, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

P2O5 (4.45 g, 31.3 mmol) was added to H2SO4 (4.17 mL, 78.3 mmol), the mixture was cooled to 0° C., and diethyl 2-(4-(3,4-difluorophenyl)-tetrahydro-2H-pyran-4-carbonyl)malonate (3.01 g, 7.83 mmol) was added at 0° C. The reaction mixture was stirred for 4 hours and then poured into ice, diluted with 200 mL of EtOAc, added to a separatory funnel, partitioned with water, washed 2 times with 75 mL of water, separated, dried over Na2SO4, and concentrated in vacuo to give the title compound which was used without further purification. MS (m/z)=339 (M+H)+.

Workup

  1. additionpoured into ice
  2. additionadded to a separatory funnel
  3. custompartitioned with water
  4. washwashed 2 times with 75 mL of water
  5. customseparated
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e10ded99e4f148d3bee24cf2c4f3824d
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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