Diisopropyl Ether → 77542-16-6

HRID 20985Notes

Reaction equation

HRID 20985 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:15].[CH3:16]O.[CH:18]([O:21]C(C)C)(C)C>CO>[ClH:15].[CH3:18][O:21][C:11]1([O:14][CH3:16])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 21893726Hydrochloride methanol

Product 1

HCID 6721521577542-16-6Yield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

1-(tert-Butoxycarbonyl)-4-piperidinone (400 mg, 2.01 mmol) was dissolved in methanol (4 mL), and the solution was added with 10% hydrogen chloride-methanol solution (4 mL), followed by stirring at 50° C. for 2 hours. The reaction mixture was added with diisopropyl ether and the precipitated solid was collected by filtration, washed with diisopropyl ether and then dried under reduced pressure to obtain 4,4-dimethoxypiperidine hydrochloride (238 mg, yield 65%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with diisopropyl ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-27e4f61b00d040d793b6886c544a5fe0
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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