Ammonia → (S)-1-(2-Thiopheneacetyl)-3-piperidinecarboxylic Acid Ammonium Salt

HRID 432820Notes

Reaction equation

HRID 432820 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([N:9]1[CH2:14][CH2:13][CH2:12][C@H:11]([C:15]([OH:17])=[O:16])[CH2:10]1)=[O:8].N.C(OCC)C>C(OCC)(=O)C.CO>[NH4+:9].[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([N:9]1[CH2:14][CH2:13][CH2:12][C@H:11]([C:15]([O-:17])=[O:16])[CH2:10]1)=[O:8]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 3283Diethyl EtherHCID 10198935(S)-1-(2-Thiopheneacetyl)-3-piperidine Carboxylic Acid

Product 1

HCID 131724258(S)-1-(2-Thiopheneacetyl)-3-piperidinecarboxylic Acid Ammonium Salt

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A small amount of (S)-1-(2-thiopheneacetyl)-3-piperidine carboxylic acid was dissolved, with warming, in ethyl acetate. An excess amount of ammonia in methanol was added. Diethyl ether was then added to the cloudy mixture and a precipitate formed. The product was isolated by centrifugation and decanting, and was then dried under reduced pressure at ambient temperature. This gave (S)-1-(2-thiopheneacetyl)-3-piperidinecarboxylic acid ammonium salt as a white solid. MS m/z (positive ion) 254 (MH+; 100).

Workup

  1. customa precipitate formed
  2. customThe product was isolated by centrifugation
  3. customdecanting
  4. customwas then dried under reduced pressure at ambient temperature

Sources & evidence

ORD record
ord-613812cb7157431490f8c47a54e304be
Source dataset
uspto-grants-2003_12
Patent number
US06664271B1

Reaction notes

Loading…