Potassium Hydroxide → Potassium 14-(furan-2-yl)tetradeca-11,13-diynoate
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].[OH-].[K+:23]>O>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[C:7][C:8]#[C:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O-:21])=[O:20].[K+:23]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
To a solution of 1 mmol 14-(furan-2-yl)tetradeca-11,13-diynoic acid in water, 1 m molar aqueous potassium hydroxide was added at room temperature with stirring. After 2-3 hours the reaction mixture was concentrated under reduced pressure. The crude product was dissolved in acetone and heated to 40° C. for 10 min, then the solid product filtered off and washed several times with acetone. The resultant solid product was evaporated under reduced pressure yielding potassium 14-(furan-2-yl)tetradeca-11,13-diynoate. The sodium salt 14-(furan-2-yl)tetradeca-11,13-diynoate (XI″) was achieved in like manner from 14-(furan-2-yl)tetradeca-11,13-diynoic acid.
Workup
- concentrationAfter 2-3 hours the reaction mixture was concentrated under reduced pressure
- dissolutionThe crude product was dissolved in acetone
- filtrationthe solid product filtered off
- washwashed several times with acetone
- customThe resultant solid product was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-0ca06826ee594cd6b91a5cb5fc95dc6d
- Source dataset
- uspto-grants-2014_05
- Patent number
- US08722910B2
Reaction notes
Loading…