Tert-Butylamine → alpha-[(Tert-butylamino)methyl]-3,5-dichlorobenzyl Alcohol Hydrochloride
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[CH:5]1[O:7][CH2:6]1.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>C(O)C>[ClH:1].[C:12]([NH:16][CH2:6][CH:5]([OH:7])[C:4]1[CH:3]=[C:2]([Cl:1])[CH:10]=[C:9]([Cl:11])[CH:8]=1)([CH3:15])([CH3:14])[CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 5 °C
Procedure
A solution containing 3.5 g of 3,5-dichlorostyrene oxide in 50 ml of absolute ethanol and 20 ml of t-butylamine is heated gently at reflux for 8 hours and the mixture is evaporated to dryness. The clear yellow syrup is dissolved in 75 ml of ethanol and 25 ml of H2O, and the solution is cooled to 5° C. and acidified with 3 N HCl. This solution is evaporated to dryness in vacuo and the residual white solid is recrystallized from acetone to afford 2.81 g, m.p. 218°-221° C.
Workup
- temperatureis heated gently
- temperatureat reflux for 8 hours
- customthe mixture is evaporated to dryness
- dissolutionThe clear yellow syrup is dissolved in 75 ml of ethanol
- customThis solution is evaporated to dryness in vacuo
- customthe residual white solid is recrystallized from acetone
- customto afford 2.81 g, m.p. 218°-221° C.
Sources & evidence
- ORD record
- ord-5a73ac3a73084d78bc641a1aca219257
- Source dataset
- uspto-grants-1983_09
- Patent number
- US04404222
Reaction notes
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