Ethanolamine → 1-[(2-Hydroxyethyl)amino]-2-methyl-2-propanol
Reaction equation
Cl[CH2:2][C:3]([CH3:6])([OH:5])[CH3:4].[NH2:7][CH2:8][CH2:9][OH:10]>>[OH:10][CH2:9][CH2:8][NH:7][CH2:2][C:3]([CH3:6])([OH:5])[CH3:4]Participants
3
Procedure
1-Chloro-2-methyl-2-propanol (135 ml) was added dropwise over 10 min to stirred 2-aminoethanol (400 ml) at 10° C. under nitrogen. The cooling bath was then removed and stirring was continued at room temperature for 48 h. A solution of sodium hydroxide (48.8 g) in methanol (440 ml) was added and the resulting white suspension was stirred for 10 min. The mixture was filtered through a pad of kieselguhr and the filtrate was concentrated under reduced pressure. The residual oil was distilled in vacuo to give 1-[(2-hydroxyethyl)amino]-2-methyl-2-propanol (133 g). b.p. 100°-108° C. (1.5 mm Hg).
Workup
- customThe cooling bath was then removed
- additionA solution of sodium hydroxide (48.8 g) in methanol (440 ml) was added
- stirringthe resulting white suspension was stirred for 10 min
- filtrationThe mixture was filtered through a pad of kieselguhr
- concentrationthe filtrate was concentrated under reduced pressure
- distillationThe residual oil was distilled in vacuo
Sources & evidence
- ORD record
- ord-0be17192d99640d8918a901b6d87f90d
- Source dataset
- uspto-grants-1997_01
- Patent number
- US05593983
Reaction notes
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