Hydrochloric Acid → 3-(2-Aminoethoxy)isoxazole hydrochloride

HRID 1064345Notes

Reaction equation

HRID 1064345 reaction equation
[ClH:1].C(OC([NH:9][CH2:10][CH2:11][O:12][C:13]1[CH:17]=[CH:16][O:15][N:14]=1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[NH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:17]=[CH:16][O:15][N:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 222735143-[2-(t-Butoxycarbonylamino)ethoxy]isoxazole

Product 1

HCID 222735493-(2-Aminoethoxy)isoxazole hydrochlorideYield 83%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4M Hydrogen chloride in dioxane (10 ml) was added to a solution of 3-[2-(t-butoxycarbonylamino)ethoxy]isoxazole (Method 79; 500 mg, 2.2 mmol) in dioxane (10 ml) and the mixture was stirred at ambient temperature for 3 days. The resulting solid was collected by filtration, washed with ether and dried to give the title compound (298 mg, 83%) as a white solid NMR 3.20 (m, 2H), 4.39 (t, 2H), 6.13 (s, 1H), 8.30 (s, 3H), 8.69 (s, 1H); m/z 129.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-ddbf9dc27b0e466ba4723d192067fb28
Source dataset
uspto-grants-2005_11
Patent number
US06969714B2

Reaction notes

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