Barium hydroxide, octahydrate → 4-Amino-1-methylpiperidine-4-carboxylic acid

HRID 1458766Notes

Reaction equation

HRID 1458766 reaction equation
CN1CCC2(NC(=O)NC2=O)CC1.[NH2:14][C:15]1([C:22]([OH:24])=[O:23])[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]1.O.O.O.O.O.O.O.O.[OH-].[Ba+2].[OH-]>O>[NH2:14][C:15]1([C:22]([OH:24])=[O:23])[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 17749109Barium hydroxide, octahydrateHCID 67633729HCID 67633729, compound

Product 1

HCID 2729544-Amino-1-methylpiperidine-4-carboxylic acidYield 379.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Amino-1-methylpiperidine-4-carboxylic acid 1-methylpiperidine-4-spiro-5'-hydantoin (9.75 g., 0.0533 mole) and barium hydroxide octahydrate (28.8 g., 0.00913 mole) in water (150 ml.) were heated at 160° C. in an autoclave for three hours. The contents of four such batches were combined and the precipitated barium carbonate was filtered off. The filtrate was neutralized with solid carbon dioxide and the precipitate was removed by filtration. The filtrate was concentrated to a small volume to give 4-amino1-methylpiperidine-4-carboxylic acid (32.0 g., 95% yield), m.p. 275°-280° C. (dec.).

Workup

  1. filtrationthe precipitated barium carbonate was filtered off
  2. customthe precipitate was removed by filtration
  3. concentrationThe filtrate was concentrated to a small volume

Sources & evidence

ORD record
ord-d054453e618c4a609217e9c09f5a19e1
Source dataset
uspto-grants-1998_12
Patent number
US05852029

Reaction notes

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