Hydrochloric Acid → HCID 88388691, compound

HRID 1720855Notes

Reaction equation

HRID 1720855 reaction equation
CC1C=CC(C)=CC=1[CH:9]([P:16](=[O:23])([O:20][CH2:21][CH3:22])[O:17]CC)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>C(O)C>[CH3:13][C:12]1[CH:11]=[CH:10][C:15]([CH3:14])=[CH:22][C:21]=1[O:20][P:16]([CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)(=[O:23])[OH:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15341133HCID 15341133, compound

Product 1

HCID 88388691HCID 88388691, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

O,O-Diethyl 2,5-dimethylphenyl(phenyl)methylphosphonate (15.0 g, 45.1 mmol) was dissolved in ethanol (172 mL) and concentrated hydrochloric acid (290 mL). The resulting solution was heated at 110° C. for 52 hours. The mixture was cooled and the solid which formed was collected by filtration, washed with H2O(2×50 mL), CH2Cl2 (3×30 mL), and dried to afford 11.0 g (88.6 %) of analytically pure product as a white solid, mp 204°-207° C. 300 MHz 1H NMR (DMSO-D): δ,4.44 (d,1H, J=24.8 Hz, PCH), 2.25 (s, 3H, PhCH3), 2.20 (s, 3H, PhCH3). MS: 277 (M+1).

Workup

  1. temperatureThe mixture was cooled
  2. customthe solid which formed
  3. filtrationwas collected by filtration
  4. washwashed with H2O(2×50 mL), CH2Cl2 (3×30 mL)
  5. customdried
  6. customto afford 11.0 g (88.6 %) of analytically pure product as a white solid, mp 204°-207° C

Sources & evidence

ORD record
ord-53f712e36f604136aa9ef5d9b6656b3a
Source dataset
uspto-grants-1996_04
Patent number
US05508273

Reaction notes

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