Diketene → HCID 43579635, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][OH:8].[CH2:9]=[C:10]1[O:14][C:12](=[O:13])[CH2:11]1>O1CCCC1>[OH:8][CH2:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:1]1[C:12](=[O:13])[CH2:11][C:10](=[O:14])[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of 25 g (0.22 mol) 2-piperidinemethanol in 200 ml tetrahydrofuran was added dropwise to a solution of 18 g of diketene (0.2 mol) in 200 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 32.40 g (0.17 mol, 76% yield) of a colorless oil.
Workup
- customThe reaction mixture was evaporated
- customthe residue purified by column chromatography
Sources & evidence
- ORD record
- ord-3885b2cf3bf8456f9e5a81d204753d9c
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09394324B2
Reaction notes
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