Ethanolamine → 1-[(2-Hydroxyethyl)amino]-2-methyl-2-propanol

HRID 233490Notes

Reaction equation

HRID 233490 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

  1. customThe cooling bath was then removed
  2. additionA solution of sodium hydroxide (48.8 g) in methanol (440 ml) was added
  3. stirringthe resulting white suspension was stirred for 10 min
  4. filtrationThe mixture was filtered through a pad of kieselguhr
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. 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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