Isopropanol → HCID 23091158, compound
Reaction equation
C(O)(C)C.FC(F)(F)C([NH:9][CH:10]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)[C:11]([CH3:14])([OH:13])[CH3:12])=O.[OH-].[K+]>C(O)C>[NH2:9][CH:10]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)[C:11]([CH3:14])([OH:13])[CH3:12]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
After 170 mL of isopropanol and 170 mL of ethanol were added to 36.0 g of the 1-(trifluoroacetylamino)-1-(2-naphthyl)-2-methyl-2-propanol obtained, 56 g of an aqueous solution of 22% by weight of potassium hydroxide was added dropwise thereto over 30 minutes at room temperature. Then, the inner temperature of the mixture was raised to 50° C. and at the same temperature, the mixture was stirred for 2 hours to effect reaction. The reaction mixture was concentrated, and 320 mL of chloroform and 160 mL of water were added to the resulting concentrated residue to carry out extraction treatment. The organic layer obtained was washed with 80 mL of water and the organic layer obtained was dried over dehydrated sodium sulfate and then concentrated. The resulting concentrated residue was dried at an inner temperature of 30° C. under reduced pressure to obtain 24.3 g of a brown solid of 1-amino-1-(2-naphthyl)-2-methyl-2-propanol (yield: 97%).
Workup
- customobtained
- customreaction
- concentrationThe reaction mixture was concentrated
- addition320 mL of chloroform and 160 mL of water were added to the resulting concentrated residue
- extractionextraction treatment
- customThe organic layer obtained
- washwas washed with 80 mL of water
- customthe organic layer obtained
- dry with materialwas dried over dehydrated sodium sulfate
- concentrationconcentrated
- customThe resulting concentrated residue was dried at an inner temperature of 30° C. under reduced pressure
Sources & evidence
- ORD record
- ord-931a544c571147d9876efd7aad025862
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07671213B2
Reaction notes
Loading…