Potassium Carbonate → HCID 18626326, compound

HRID 1859621Notes

Reaction equation

HRID 1859621 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][OH:8])[CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH2:17][CH2:18][C:19]#[N:20]>C(#N)C>[OH:8][CH2:7][CH:3]1[CH2:4][CH2:5][CH2:6][N:1]([CH2:16][CH2:17][CH2:18][C:19]#[N:20])[CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 214124-BromobutyronitrileHCID 107308Piperidin-3-ylmethanol

Product 1

HCID 18626326HCID 18626326, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In an oven-dried 25 mL flask was placed piperidine-3-yl-methanol (1.12 g, 10 mmol) in acetonitrile (10 mL), followed by addition of potassium carbonate (1.38 g, 10 mmol) and 4-bromobutyronitrile (0.90 mL, 9 mmol). The reaction mixture was stirred at rt. for 12 h. The mixture was filtered and evaporated to dryness. Addition of H2O (20 mL) was followed by extraction with ethyl acetate (3×20 mL) and the combined organic phases were dried (MgSO4) and evaporated to dryness to produce 1.50 g of crude 6 which was used without further purification in the synthesis of compound 7.

Workup

  1. customIn an oven-dried 25 mL flask was placed
  2. filtrationThe mixture was filtered
  3. customevaporated to dryness
  4. additionAddition of H2O (20 mL)
  5. extractionwas followed by extraction with ethyl acetate (3×20 mL)
  6. dry with materialthe combined organic phases were dried (MgSO4)
  7. customevaporated to dryness
  8. customto produce 1.50 g of crude 6 which
  9. customwas used without further purification in the synthesis of compound 7

Sources & evidence

ORD record
ord-76f51949610a484d81807201ec1d4b55
Source dataset
uspto-grants-2003_03
Patent number
US06528529B1

Reaction notes

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