Hydrochloric Acid → (2S)-Piperidine-2-carboxamide hydrochloride

HRID 851734Notes

Reaction equation

HRID 851734 reaction equation
[N:1]1(C(OC(C)(C)C)=O)[CH2:9][CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([NH2:5])=[O:4].[ClH:17]>C(OCC)(=O)C.CCOCC>[NH:1]1[CH2:9][CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([NH2:5])=[O:4].[ClH:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 2756821(s)-1-n-boc-pipecolamide

Product 1

HCID 22818427(2S)-Piperidine-2-carboxamide hydrochlorideYield 91%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

1.6 g (7 mmoles) of BOC-HPro-NH2 are dissolved in 10 ml of warm ethyl acetate. The solution is cooled to room temperature, and 10 ml of a 6 n hydrochloric acid solution in ethyl acetate are added. The reaction mixture is allowed to stand for one hour, thereafter it is diluted with ether, the separated precipitate is triturated and filtered off. 1.05 g (91%) of H-HPro-NH2.HCl are obtained; m.p.: 178°-180° C., Rf6 =0.32, [α]D25 =+26.2° (c=1%, in methanol).

Workup

  1. customthe separated precipitate is triturated
  2. filtrationfiltered off

Sources & evidence

ORD record
ord-95e4aa07fccc44b3b75dc4478be342cf
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

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