Water → HCID 57791809, compound

HRID 2368074Notes

Reaction equation

HRID 2368074 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.C(O[K])(C)(C)C.Cl[CH2:22][C:23]([N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)=[O:24].O>C1COCC1>[N:25]1([C:23](=[O:24])[CH2:22][O:1][CH:2]2[CH2:3][CH2:4][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:6][CH2:7]2)[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

6

Reactant 4

HCID 962WaterHCID 74040Morpholine, 4-(chloroacetyl)-HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 178418922HCID 178418922, compound

Product 1

HCID 57791809HCID 57791809, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of tert-butyl 4-hydroxypiperidine-1-carboxylate (5.00 g) and tert-butoxy potassium (5.57 g) in THF (124 mL) was added 4-(chloroacetyl)morpholine (4.84 mL), and the mixture was stirred at room temperature overnight. Distilled water was added to the reaction mixture, the mixture was extracted with ethyl acetate, and the solution was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure, and the obtained solid was washed with hexane-ethyl acetate to give the title compound (4.74 g).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washthe solution was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe solvent was concentrated under reduced pressure
  5. washthe obtained solid was washed with hexane-ethyl acetate

Sources & evidence

ORD record
ord-d68d8209a4514a1ebe60a63bc0cbf502
Source dataset
uspto-grants-2014_04
Patent number
US08703758B2

Reaction notes

Loading…