Carbon Dioxide → piperidin-2-ylacetic acid
Reaction equation
S(=O)(=O)(O)O.[NH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[CH2:12][CH2:13][OH:14].[OH-].[Ba+2].[OH-].C(=O)=[O:19]>O.[O-2].[O-2].[O-2].[Cr+6]>[NH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[CH2:12][C:13]([OH:19])=[O:14]Participants
7
Procedure
A solution of chromium trioxide (20 g, 200 mmol) in water (300 ml) and concentrated sulfuric acid (40 g, 73.6 ml) was added dropwise in the course of 1.5 h, while cooling with ice, to a solution of 2-piperidineethanol (10.0 g, 10.1 ml, 77.4 mmol) in water (10 ml). The reaction mixture was stirred for 3 h at room temperature. The solution was then rendered alkaline with saturated aqueous barium hydroxide solution. Carbon dioxide was then passed into the solution, and the resulting suspension was filtered through Celite. The filtrate was concentrated in vacuo.
Workup
- filtrationthe resulting suspension was filtered through Celite
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-e0eeb4db7bde439bb25453bd9387c01d
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119633B2
Reaction notes
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