Acetic Acid → HCID 70377737, compound
Reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)([CH3:5])[CH2:3][OH:4].[H][H].[C:14]([OH:17])(=[O:16])[CH3:15]>[Pt]=O>[C:14]([OH:17])(=[O:16])[CH3:15].[CH3:5][C:2]([CH:6]1[CH2:7][CH2:8][NH:9][CH2:10][CH2:11]1)([CH3:1])[CH2:3][OH:4]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-(1,1-Dimethyl-2-hydroxyethyl)pyridine [which may be prepared as described by Fraenkel et al, J. Amer. Chem. Soc. (1971), 93, 7228; 3 g] was dissolved in acetic acid (30 ml) and hydrogenated in the presence of platinum oxide catalyst for 10 hours at a maximum temperature of 37° C. and a pressure of 50 pounds per square inch, until 100% of the theoretical uptake of hydrogen had occurred. The reaction mixture was then filtered and the filtrate was evaporated under reduced pressure (15 mmHg) to give a pale yellow oil, which was then distilled (b.p. 120° C./0.2 mmHg) to give a colourless oil, which was recrystallised from a mixture of ethanol and diethyl ether to give 4-(1,1-dimethyl-2-hydroxyethyl)piperidine acetate (1.8 g), m.p. 108°-110° C., in the form of colourless crystals.
Workup
- filtrationThe reaction mixture was then filtered
- customthe filtrate was evaporated under reduced pressure (15 mmHg)
- customto give a pale yellow oil, which
- distillationwas then distilled (b.p. 120° C./0.2 mmHg)
- customto give a colourless oil, which
- customwas recrystallised from a mixture of ethanol and diethyl ether
Sources & evidence
- ORD record
- ord-d63cf5edc0d346a880df4a4fede2cb49
- Source dataset
- uspto-grants-1989_10
- Patent number
- US04871748
Reaction notes
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