Water → Butyl 4-tert-butoxycarbonylamino-1-piperidineacetate
Reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.Cl[CH2:23][C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25].O>CN(C)C=O>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:10][CH2:11][N:12]([CH2:23][C:24]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:25])[CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A suspension of 1.00 g of 4-(tert-butoxycarbonylamino)piperidine and 0.72 ml of triethylamine in 6 ml of dry N,N-dimethylformamide was stirred at an inner temperature of 50° C., and added dropwise with a solution of 0.79 g of n-butyl chloroacetate in 4 ml of dry N,N-dimethylformamide. Stirring was continued at the same temperature for 1 hour. Then, the reaction mixture was added with water, and the precipitated crystals were collected by filtration. The crystals were washed successively with water and n-heptane to obtain 1.46 g of colorless scales (mp: 115.5-116.5° C.).
Workup
- stirringStirring
- filtrationthe precipitated crystals were collected by filtration
- washThe crystals were washed successively with water and n-heptane
- customto obtain 1.46 g of colorless scales (mp: 115.5-116.5° C.)
Sources & evidence
- ORD record
- ord-f446bcff624a48adb41eec340fff229f
- Source dataset
- uspto-grants-2003_10
- Patent number
- US06638951B1
Reaction notes
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