Hydrochloric Acid → HCID 178527047, compound

HRID 2392844Notes

Reaction equation

HRID 2392844 reaction equation
[OH-].[Na+].[C:3]1([P:9]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:10]2[CH:11]=[C:12]([CH2:16][PH:17](=[O:23])[O:18]CC(C)C)[CH:13]=[CH:14][CH:15]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl>O.C1COCC1>[C:3]1([P:9]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:10]2[CH:11]=[C:12]([CH2:16][PH:17](=[O:18])[OH:23])[CH:13]=[CH:14][CH:15]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178454799HCID 178454799, compound

Product 1

HCID 178527047HCID 178527047, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

0.50 g (12.6 mmol) of NaOH in 7 ml of water are added dropwise at 23° C. to a solution of 2.50 g (6.3 mmol) of isobutyl (3-diphenylphosphinophenyl)methylphosphinate in 7 ml of THF. After refluxing for 6 hours, 1.04 ml (12.6 mmol) of concentrated hydrochloric acid are added dropwise at 23° C., the mixture is stirred for 10 min at 23° C. and evaporated to dryness under reduced pressure. The residue is substantially dissolved in boiling methanol, filtered hot and crystallized for 22 h at -20° C. 1.02 g of (3-diphenylphosphinophenyl)methylphosphinic acid (60% of theory) are obtained in the form of a colorless solid having an m.p. of 173° C.

Workup

  1. temperatureAfter refluxing for 6 hours
  2. customevaporated to dryness under reduced pressure
  3. dissolutionThe residue is substantially dissolved
  4. filtrationfiltered hot
  5. customcrystallized for 22 h at -20° C

Sources & evidence

ORD record
ord-01f9199f37ec4c5dbabb7cf9cf782ce7
Source dataset
uspto-grants-1998_09
Patent number
US05801263

Reaction notes

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