Hydrochloric Acid → 2-(Aminomethyl)-3,5-di-tert-butylphenol hydrochloride
Reaction equation
Cl.[Cl:2]CC([NH:6][CH2:7][C:8]1[C:13]([OH:14])=[CH:12][C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:10][C:9]=1[C:19]([CH3:22])([CH3:21])[CH3:20])=O>C(O)C>[ClH:2].[NH2:6][CH2:7][C:8]1[C:9]([C:19]([CH3:20])([CH3:21])[CH3:22])=[CH:10][C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:12][C:13]=1[OH:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 85 °C
Procedure
To a solution of 50 mL ethanol and 15 mL conc. hydrochloric acid was added 4.35 g (0.014 mol) of the product of Step A and the reaction mixture was stirred and heated to 85° C. using an external oil bath for 3 h. The reaction mixture was then cooled to room temperature and evaporated in vacuo. Excess water was removed from the product mixture by azeotropic distillation of added portions of toluene on a rotary evaporator. The residue was triturated with ether and dried overnight in vacuo to afford the title compound as a white crystalline solid.
Workup
- customfor 3 h
- temperatureThe reaction mixture was then cooled to room temperature
- customevaporated in vacuo
- customExcess water was removed from the product mixture by azeotropic distillation of added portions of toluene on a rotary evaporator
- customThe residue was triturated with ether
- customdried overnight in vacuo
Sources & evidence
- ORD record
- ord-687d2b360f4f4ee79868c9be6a3d7dff
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07834062B2
Reaction notes
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