Water → HCID 54477182, compound

HRID 1413083Notes

Reaction equation

HRID 1413083 reaction equation
[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C:3]1=[O:8].O.[C:10](OC(=O)C)(=[O:12])[CH3:11]>N1C=CC=CC=1>[C:10]([O:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C:3]1=[O:8])(=[O:12])[CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 5289581(S)-3-hydroxypiperidin-2-one

Product 1

HCID 54477182HCID 54477182, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 460 mg of (S)-(-)-3-hydroxy-2-piperidone [A. Hunter, Biochemical Journal, 35, 1298 (1941); mp. 170°-171° C., [α]D26 =-3.0°±0.1° (c=7.027, H2O)] in 6 ml of pyridine is added 2 ml of acetic anhydride, and the mixture is allowed to stand at room temperature overnight and concentrated under reduced pressure. The residue is crystallized from ether and then recrystallized from ether to give 560 mg of (S)-(-)-3-acetoxy-2-piperidone as pillar crystals in 89% yield.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue is crystallized from ether
  3. customrecrystallized from ether

Sources & evidence

ORD record
ord-324b8e8ecaf7488990ccbd34135f998e
Source dataset
uspto-grants-1981_02
Patent number
US04248865

Reaction notes

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