Phosphorus pentachloride → HCID 88658736, compound

HRID 1905628Notes

Reaction equation

HRID 1905628 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH2:17])([C:14](O)=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:19]>C(Cl)Cl.Cl>[ClH:19].[ClH:19].[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH2:17])([C:14]([Cl:19])=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 14803624-Amino-1-benzylpiperidine-4-carboxylic Acid

Product 1

HCID 88658736HCID 88658736, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 6344DichloromethaneSolvent2×

Procedure

HCl is passed into a suspension of 10 g of finely powdered 1-benzyl-4-amino-4-piperidinecarboxylic acid in 111 ml of CH2Cl2 at 0° C. for 1 hour. 26 g of PCl5 in 200 ml of CH2Cl2 are added in several portions to this mixture, with vigorous stirring and while passing in further HCl. After the mixture has been stirred at 0° C. for 4 hours, the reaction product is filtered off with suction over a glass frit, with exclusion of moisture, and washed thoroughly with petroleum ether (60°-80° C.) and CH2Cl2. The crude product thus obtained is used in the next reaction stage without further purification.

Workup

  1. stirringAfter the mixture has been stirred at 0° C. for 4 hours
  2. filtrationthe reaction product is filtered off with suction over a glass frit, with exclusion of moisture
  3. washwashed thoroughly with petroleum ether (60°-80° C.) and CH2Cl2

Sources & evidence

ORD record
ord-0ed39917da30408995688096d868e374
Source dataset
uspto-grants-1987_03
Patent number
US04647560

Reaction notes

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