HCID 19090888, compound → HCID 67847745, compound

HRID 973645Notes

Reaction equation

HRID 973645 reaction equation
C([O:3][P:4]([CH:10]([OH:28])[CH:11]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[CH2:12][NH:13]C(OC(C)(C)C)=O)([CH2:6][CH2:7][CH2:8][CH3:9])=[O:5])C>Cl>[ClH:27].[NH2:13][CH2:12][CH:11]([C:21]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=1)[CH:10]([P:4]([CH2:6][CH2:7][CH2:8][CH3:9])(=[O:3])[OH:5])[OH:28]

Participants

3

Reactant 1

HCID 19090888HCID 19090888, compound

Product 1

HCID 67847745HCID 67847745, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 0.35 g of ethyl 3-(N-tert.-butyloxycarbonylamino)-2-(4-chlorophenyl)-1-hydroxy-propyl(n-butyl) phosphinic acid in 10 ml of 5.0M aqueous hydrochloric acid is heated to reflux for 24 hours. The reaction is cooled to room temperature and washed with 3×50 ml of dichloromethane and 1×50 ml ether. After evaporation of the aqueous layer the residue is co-evaporated with water (3×50 ml) and absolute ethanol (3×50 ml) and dried in high vacuum to afford 3-amino-2-(4-chlorophenyl)-1-hydroxy-propyl (n-butyl)phosphinic acid hydrochloride.

Workup

  1. temperatureto reflux for 24 hours
  2. washwashed with 3×50 ml of dichloromethane and 1×50 ml ether
  3. customAfter evaporation of the aqueous layer the residue
  4. customdried in high vacuum

Sources & evidence

ORD record
ord-e2c7b08308ff4275866fcad80646835f
Source dataset
uspto-grants-1991_11
Patent number
US05064819

Reaction notes

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