Phenol → HCID 20470348, compound

HRID 1388859Notes

Reaction equation

HRID 1388859 reaction equation
[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]([OH:13])=[O:12])[CH2:6]1)(=[NH:4])[NH2:3].[C:14]1(O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([C:11]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:12])[CH2:6]1)(=[NH:3])[NH2:4]

Participants

5

Reactant 3

HCID 996PhenolHCID 10868DicyclohexylcarbodiimideHCID 67921514HCID 67921514, compound

Product 1

HCID 20470348HCID 20470348, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 3 g of 1-amidino-3-piperidinecarboxylic acid hydrochloride, 1.4 g of phenol, 3 g of dicyclohexylcarbodiimide and 40 ml of dry pyridine was stirred at room temperature for 2 days. After removal of any insoluble materials, the solvent was removed under reduced pressure to give a light yellow oil. The oil was washed twice with ethyl acetate to give white powder. The powder was washed with dry ether and dried under reduced pressure to obtain 3 g of phenyl 1-amidino-3-piperidinecarboxylate hydrochloride as hygroscopic white powder having a melting point of 54° to 60° C.

Workup

  1. customAfter removal of any insoluble materials
  2. customthe solvent was removed under reduced pressure
  3. customto give a light yellow oil
  4. washThe oil was washed twice with ethyl acetate
  5. customto give white powder
  6. washThe powder was washed with dry ether
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-beb370fa709344fe92c3195982c23d1a
Source dataset
uspto-grants-1984_02
Patent number
US04433152

Reaction notes

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