Reaction equation
[C:1]([CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:11]([CH:15]1[CH2:26][CH2:25][C:18]2([O:22][CH:21]([CH2:23]Br)[CH2:20][O:19]2)[CH2:17][CH2:16]1)([CH3:14])([CH3:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:11]([CH:15]1[CH2:26][CH2:25][C:18]2([O:22][CH:21]([CH2:23][N:8]3[CH2:9][CH2:10][CH:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:6][CH2:7]3)[CH2:20][O:19]2)[CH2:17][CH2:16]1)([CH3:13])([CH3:12])[CH3:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
17.4 g (123.6 mmol) of 4-tert-butylpiperidine, 9.0 g (30.9 mmol) of 8-tert-butyl-2-bromomethyl-1,4-dioxaspiro[4,5]decane (cis/trans mixture) and 4.3 g (30.9 mmol) of potassium carbonate in 100 ml of absolute dimethylformamide were heated at 150° C. for 8 hours. Some of the solvent was distilled off under reduced pressure, the residue was taken up with dilute aqueous sodium hydroxide solution/methylene chloride and the solution was worked up in a conventional manner.
Workup
- distillationSome of the solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-25f8d9d80f324311aac41e586c631498
- Source dataset
- uspto-grants-1993_12
- Patent number
- US05268351
Linked notes
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