Potassium Hydroxide → 5-{5-[4-(2-Furanyl)phenoxy]pentyl}-3-methylisoxazole

HRID 1722745Notes

Reaction equation

HRID 1722745 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[O:23][N:22]=[C:21]([CH3:24])[CH:20]=1.[OH-].[K+]>C(#N)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]2[O:23][N:22]=[C:21]([CH3:24])[CH:20]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 122477254-(2-Furyl)phenolHCID 135440465-(5-Bromopentyl)-3-methylisoxazole

Product 1

HCID 100867905-{5-[4-(2-Furanyl)phenoxy]pentyl}-3-methylisoxazole

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-{5-[4-(2-Furanyl)phenoxy]pentyl}-3-methylisoxazole [II; R1 and R2 =H, Het=2-furanyl] was prepared from 3.6 g 4-(2-furanyl)phenol (m.p. 128-129° C., King and Walton, Synthesis 1976, p. 40), 5.4 g 5-(5-bromopentyl)-3-methylisoxazole and 1.5 g potassium hydroxide in acetonitrile according to the procedure of Example 1, part (c), and was obtained (4.2 g) as a light-tan solid, m.p. 86-88° C. when recrystallized from isopropyl acetate.

Workup

  1. customwas obtained (4.2 g) as a light-tan solid, m.p. 86-88° C. when
  2. customrecrystallized from isopropyl acetate

Sources & evidence

ORD record
ord-84bddb7f130f4693a2769cefffc139e2
Source dataset
uspto-grants-1989_08
Patent number
US04857539

Reaction notes

Loading…