Sulfuric Acid → HCID 67099888, compound

HRID 1868875Notes

Reaction equation

HRID 1868875 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.OS(O)(=O)=O.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]([CH3:42])([CH3:41])[C:28]([CH:30]([C:36]([O:38][CH2:39][CH3:40])=[O:37])[C:31](OCC)=[O:32])=[O:29])=[CH:23][C:22]=1[F:43]>>[Cl:20][C:21]1[CH:26]=[C:25]2[C:24](=[CH:23][C:22]=1[F:43])[C:27]([CH3:41])([CH3:42])[C:28](=[O:29])[C:30]([C:36]([O:38][CH2:39][CH3:40])=[O:37])=[C:31]2[OH:32]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14812Phosphorus oxide (P4O10)HCID 67099639HCID 67099639, compound

Product 1

HCID 67099888HCID 67099888, compoundYield 52.6%

Conditions

Temperature
0 °C

Procedure

A suspension of P2O5 (33.0 g, 232 mmol) in concentrated H2SO4 (29.5 mL, 531 mmol) was cooled 0° C. At 0° C., the suspension was added to diethyl 2-(2-(4-chloro-3-fluorophenyl)-2-methylpropanoyl)malonate (2.90 g, 8.20 mmol), and the mixture was stirred at 25° C. for 1 hour. The reaction was quenched with ice. On melting, it was extracted with EtOAc (3×100 mL), washed with water (150 mL), and then with brine (100 mL). The organic layer was dried over MgSO4 and concentrated in vacuo to give the title compound (1.349 g, 52.6% yield) as a tan solid. MS m/e=313.3 (M+H)+.

Workup

  1. customThe reaction was quenched with ice
  2. extractionit was extracted with EtOAc (3×100 mL)
  3. washwashed with water (150 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fefd13b5247f4a11b287a1c50bca67e9
Source dataset
uspto-grants-2009_12
Patent number
US07635715B2

Reaction notes

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