Sodium Hydroxide → HCID 21248434, compound
Reaction equation
[OH-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12])[CH3:4].I[CH2:14][CH2:15][CH3:16]>O>[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH2:14][CH2:15][CH3:16])[CH3:4]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
The reaction was conducted in a 500-ml 3-neck flask equipped with a reflux condenser, an addition funnel, and a magnetic stirring bar. Into the flask was introduced 75 ml water, 11.5 grams of 50% aqueous sodium hydroxide, 19.3 grams (0.14 moles) 2-ethoxyphenol, and 23.8 grams (0.14 moles) 1-iodopropane. The flask contents were maintained at 80° C. for a period of 7 hours and were then cooled to room temperature. After the addition of 100 ml of water the reaction mixture was transferred to a 250-ml separatory funnel and washed twice with 100-ml quantities of hexane. The organic layer was washed twice with 10 ml of 15% aqueous sodium hydroxide and dried over anhydrous magnesium sulfate. Most of the solvent was removed by simple distillation. A liquid was isolated which boiled at 63-67° C. @ 0.05 mm. It was labeled example 8, and the structure confirmed by glpc and NMR analysis.
Workup
- customThe reaction was conducted in a 500-ml 3-neck flask
- customequipped with a reflux condenser, an addition funnel, and a magnetic stirring bar
- temperaturewere then cooled to room temperature
- customwas transferred to a 250-ml separatory funnel
- washwashed twice with 100-ml quantities of hexane
- washThe organic layer was washed twice with 10 ml of 15% aqueous sodium hydroxide
- dry with materialdried over anhydrous magnesium sulfate
- customMost of the solvent was removed by simple distillation
- customA liquid was isolated which boiled at 63-67° C. @ 0.05 mm
Sources & evidence
- ORD record
- ord-60aaf79e0bbb4f75820695ad3376dc03
- Source dataset
- uspto-grants-2002_06
- Patent number
- US06399837B1
Reaction notes
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