Isopropanol → HCID 23091320, compound
Reaction equation
C(O)(C)C.FC(F)(F)C([NH:9][CH:10]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1)[C:11]([CH3:14])([OH:13])[CH3:12])=O.[OH-].[K+]>C(O)C>[NH2:9][CH:10]([C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][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
180 mL of isopropanol and 180 mL of ethanol were added to 36.0 g of the 1-(trifluoroacetylamino)-1-(1-naphthyl)-2-methyl-2-propanol obtained, and 63 g of an aqueous solution of 22% by weight of potassium hydroxide was added-dropwise thereto over 30 minutes at room temperature. 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 500 mL of chloroform and 180 mL of water were added to the resulting concentrated residue to carry out extraction treatment. The organic layer obtained was washed with 100 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 28.0 g of brown, viscous and oily 1-amino-1-(1-naphthyl)-2-methyl-2-propanol.
Workup
- customobtained
- customreaction
- concentrationThe reaction mixture was concentrated
- addition500 mL of chloroform and 180 mL of water were added to the resulting concentrated residue
- extractionextraction treatment
- customThe organic layer obtained
- washwas washed with 100 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-926cf8f5a5f74723b004b38d532aa120
- Source dataset
- uspto-grants-2007_10
- Patent number
- US07288674B2
Reaction notes
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