Triethylamine → HCID 21251860, compound
Reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[C:15](Cl)(=[O:19])[C:16]([CH3:18])=[CH2:17]>C1COCC1.ClCCl>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:15](=[O:19])[C:16]([CH3:18])=[CH2:17])[CH2:4][CH2:3]1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
11 g (109 mmol) of 4-hydroxy-piperidine and 14.5 ml of triethylamine were dissolved in a mixture of 30 ml of THF and 80 ml of dichloromethane and cooled to 0° C. 10 ml (104 mmol) of methacryloyl chloride were added dropwise within 15 minutes. The solution was stirred at 10° C. for 5 hours. Subsequently, the reaction mixture was filtered over silica gel. After distillation of the solvent the crude product was purified by column chromatography on silica gel with ethyl acetate as the eluent. Therefrom there resulted 14.5 g of 1-(4-hydroxy-piperidin-1-yl)-2-methyl-prop-2-en-1-one in the form of white crystals.
Workup
- filtrationSubsequently, the reaction mixture was filtered over silica gel
- distillationAfter distillation of the solvent the crude product
- customwas purified by column chromatography on silica gel with ethyl acetate as the eluent
Sources & evidence
- ORD record
- ord-58a3b0a7665a4b678783ee8b75d3e051
- Source dataset
- uspto-grants-2001_03
- Patent number
- US06201087B1
Reaction notes
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