Ethanolamine → 2-(2-Methyl-5-isoxazolylmethylamino)ethanol

HRID 1290124Notes

Reaction equation

HRID 1290124 reaction equation
Br[CH2:2][C:3]1[O:7][N:6]=[C:5](C)[CH:4]=1.[NH2:9][CH2:10][CH2:11][OH:12].[C:13](#N)C>>[CH3:13][N:6]1[CH2:5][CH:4]=[C:3]([CH2:2][NH:9][CH2:10][CH2:11][OH:12])[O:7]1

Participants

4

Reactant 3

HCID 700EthanolamineHCID 6342Acetonitrile2×HCID 106073545-(Bromomethyl)-3-methyl-1,2-oxazole

Product 1

HCID 702513362-(2-Methyl-5-isoxazolylmethylamino)ethanol

Procedure

A solution of 7 g of 5-bromomethyl-3-methylisoxazole in 20 ml of acetonitrile was added dropwise to a solution of 12.2 g of 2-aminoethanol in 100 ml of acetonitrile below 10° C. After stirring for a while at room temperature, the acetonitrile and excess-2-aminoethanol were removed under reduced pressure. Chloroform was added to the residue, and it was washed with a small quantity of water. The treatment of the chloroform solution the usual way gave the desired 2-(2-methyl-5-isoxazolylmethylamino)ethanol. The yield was 4.4 g.

Workup

  1. customthe acetonitrile and excess-2-aminoethanol were removed under reduced pressure
  2. additionChloroform was added to the residue, and it
  3. washwas washed with a small quantity of water

Sources & evidence

ORD record
ord-45024823dc3c487c87be4c95beb08740
Source dataset
uspto-grants-1998_05
Patent number
US05750704

Reaction notes

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