Potassium Hydroxide → Isoindolin-4-ylmethanol
Reaction equation
C(OC([N:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[CH2:15][OH:16])[CH2:7]1)=O)C.[OH-].[K+]>C(O)(C)C.O>[OH:16][CH2:15][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:13]=1[CH2:14][NH:6][CH2:7]2Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
3.03 g of 2-ethoxycarbonyl-4-hydroxymethylisoindoline and 2.91 g of potassium hydroxide were dissolved in a mixture of 25 ml isopropyl alcohol and 2.5 ml of water. The mixture was heated under refluxing for 3 days. After the addition of water, the resulting reaction mixture was extracted with chloroform. The extract was washed with brine, concentrated, and recrystallized from carbontetrachloride to give 1.48 g of 4-hydroxymethylisoindoline.
Workup
- temperatureThe mixture was heated
- temperatureunder refluxing for 3 days
- customthe resulting reaction mixture
- extractionwas extracted with chloroform
- washThe extract was washed with brine
- concentrationconcentrated
- customrecrystallized from carbontetrachloride
Sources & evidence
- ORD record
- ord-bae8d62bff014f71a3d0c2b3ae13e759
- Source dataset
- uspto-grants-1991_06
- Patent number
- US05026856
Reaction notes
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