Water → HCID 59299383, compound

HRID 2235188Notes

Reaction equation

HRID 2235188 reaction equation
[H-].[Na+].Cl[CH2:4][CH2:5][CH2:6][C:7]([NH:9][N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)=[O:8].O>C1COCC1>[N:10]1([N:9]2[CH2:4][CH2:5][CH2:6][C:7]2=[O:8])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 171645164-Chloro-N-1-piperidinylbutanamide

Product 1

HCID 59299383HCID 59299383, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Add NaH (1 g, 25 mmol) into 4-chloro-N-piperidin-1-yl-butyramide (Preparation 10) (3.2 g, 16 mmol) in THF (100 mL) and stir for 1 hour. Add the reaction mixture into water and extract with ethyl acetate (100 mL). Wash the organic layer with brine (20 mL), dry with magnesium sulfate, filter and evaporate solvent under reduced pressure. Purify the residue by column chromatography to give the title product (2 g, 76%) as yellow oil: Mass spectrum (ion spray): m/z=169.1 (M+H).

Workup

  1. extractionextract with ethyl acetate (100 mL)
  2. washWash the organic layer with brine (20 mL)
  3. dry with materialdry with magnesium sulfate
  4. filtrationfilter
  5. customevaporate solvent under reduced pressure
  6. customPurify the residue by column chromatography

Sources & evidence

ORD record
ord-88ed05f8e9f4480eba70c5572f6e9684
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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