HCID 178527041, compound → HCID 178509322, compound

HRID 1368875Notes

Reaction equation

HRID 1368875 reaction equation
C1(C([NH:14][C:15]2([PH:20](=[O:22])[OH:21])[CH2:19][CH2:18][CH2:17][CH2:16]2)C2C=CC=CC=2)C=CC=CC=1>Br>[NH2:14][C:15]1([PH:20](=[O:21])[OH:22])[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 1

HCID 178527041HCID 178527041, compound

Product 1

HCID 178509322HCID 178509322, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

The crude 1-(diphenylmethylamino)cyclopentylphosphinic acid (1.53 g) obtained in the above step (a) was added with 47% aqueous hydrobromic acid (20 ml) and stirred at 100° C. for 2 hours. The reaction product was extracted with water from the residue obtained by removing the solvent from the reaction system under reduced pressure. The aqueous layer was washed with diethyl ether and concentrated. The resulting oil was dissolved in ethanol and added with propylene oxide (3 ml) and ethyl acetate. The precipitated crystals were collected by filtration and dried to give 1-aminocyclopentylphosphinic acid (462 mg, 13%).

Workup

  1. extractionThe reaction product was extracted with water from the residue
  2. customobtained
  3. customby removing the solvent from the reaction system under reduced pressure
  4. washThe aqueous layer was washed with diethyl ether
  5. concentrationconcentrated
  6. dissolutionThe resulting oil was dissolved in ethanol
  7. additionadded with propylene oxide (3 ml) and ethyl acetate
  8. filtrationThe precipitated crystals were collected by filtration
  9. customdried

Sources & evidence

ORD record
ord-1dbdcf9678934b40b3b4a40814178da6
Source dataset
uspto-grants-2003_06
Patent number
US06576627B1

Reaction notes

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