Isopropanol → 3-Methyl-5-[2-(2-hydroxy-3-isopropyl-aminopropoxy)-styryl]-isoxazole

HRID 1413844Notes

Reaction equation

HRID 1413844 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]2[O:19][CH2:18]2)[O:4][N:3]=1.C([NH2:23])(C)C.[CH:24](O)([CH3:26])[CH3:25]>>[CH3:1][C:2]1[CH:6]=[C:5]([CH:7]=[CH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:19])[CH:18]([NH2:23])[CH:24]([CH3:26])[CH3:25])[O:4][N:3]=1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 6363IsopropylamineHCID 544956243-Methyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

Product 1

HCID 705778233-Methyl-5-[2-(2-hydroxy-3-isopropyl-aminopropoxy)-styryl]-isoxazole

Procedure

3.4 g (0.013 mole) of 3-methyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole and 2.3 g (0.039 mole) of isopropylamine in 50 ml of isopropanol are refluxed for 8 hours. When the reaction solution has cooled, it is filtered, and concentrated on a rotary evaporator. 3.8 g of solid residue are obtained and are recrystallized from toluene, giving 2.4 g (58% of theory) of colorless crystals, melting point 106°-108° C.

Workup

  1. temperatureWhen the reaction solution has cooled
  2. filtrationit is filtered
  3. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-24413ec0597f4556b6a7f968e5064f3b
Source dataset
uspto-grants-1981_02
Patent number
US04251539

Reaction notes

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