Hydrochloric Acid → HCID 178527049, compound

HRID 1292575Notes

Reaction equation

HRID 1292575 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:15]=[CH:14][C:13]([CH2:16][PH:17](=[O:23])[O:18]CC(C)C)=[CH:12][CH:11]=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:15]=[CH:14][C:13]([CH2:16][PH:17](=[O:18])[OH:23])=[CH:12][CH:11]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178454801HCID 178454801, compound

Product 1

HCID 178527049HCID 178527049, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

8.70 g (2127.5 mmol) of NaOH in 40 ml of water were added dropwise at 23° C. to a solution of 34.52 g (87 mmol) of isobutyl (4-diphenylphosphino-phenyl)methylphosphinate in 50 ml of THF. After heating under reflux for 6 hours, 18.1 ml (218 mmol) of concentrated hydrochloric acid were added dropwise at 23° C., the mixture was stirred for 10 minutes at 23° C. and completely evaporated on a rotary evaporator. The residue is taken up in methylene chloride, the solution was dried over Na2SO4 and completely evaporated. Drying under reduced pressure gave 28.3 g of (4-diphenylphosphinophenyl)methylphosphinic acid (90% of theory) in the form of a pale yellow solid having a melting point of 40° C.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 6 hours
  3. customcompletely evaporated on a rotary evaporator
  4. dry with materialthe solution was dried over Na2SO4
  5. customcompletely evaporated
  6. customDrying under reduced pressure

Sources & evidence

ORD record
ord-3e8d43dea4e343b591f9566e17e9c33d
Source dataset
uspto-grants-1998_05
Patent number
US05756804

Reaction notes

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