Amantadine → 1-(3,4-Dichlorophenyl)-2-(1-adamantylamino)ethanol hydrochloride
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([OH:12])[CH2:10]Br)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:13]1[CH:18]2[CH2:19][C:20]3([NH2:23])[CH2:22][CH:16]([CH2:17]2)[CH2:15][CH:14]1[CH2:21]3>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([OH:12])[CH2:10][NH:23][C:20]23[CH2:19][CH:18]4[CH2:13][CH:14]([CH2:15][CH:16]([CH2:17]4)[CH2:22]2)[CH2:21]3)[CH:5]=[CH:6][C:7]=1[Cl:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
27 g (0.1 mol ) of 1-(3,4-dichlorophenyl)-2-bromoethanol are added to a solution of 30 g (0.2 mol) of 1-adamantamine, 0.1 g of KI and 100 ml of ethanol; the mixture is stirred for 48 hours at 20° C. and 6 hours under reflux.
Workup
- temperatureunder reflux
Sources & evidence
- ORD record
- ord-8aafa581fdd34045945623146487db02
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06268397B1
Reaction notes
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