3-(Chloromethyl)-5-methyl-1,2-oxazole → Isoxazole, 5-(7-(2-chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl-

HRID 359818Notes

Reaction equation

HRID 359818 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[O:12][N:11]=[C:10]([CH3:13])[CH:9]=1.[Cl:14][C:15]1[CH:16]=[C:17]([C:22]2[O:23][CH2:24][CH2:25][N:26]=2)[CH:18]=[CH:19][C:20]=1[OH:21].Cl[CH2:28]C1C=C(C)ON=1>>[Cl:14][C:15]1[CH:16]=[C:17]([C:22]2[O:23][CH2:24][CH2:25][N:26]=2)[CH:18]=[CH:19][C:20]=1[O:21][CH2:28][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[O:12][N:11]=[C:10]([CH3:13])[CH:9]=1

Participants

4

Reactant 3

HCID 27357633-(Chloromethyl)-5-methyl-1,2-oxazoleHCID 135440475-(6-Bromohexyl)-3-methylisoxazoleHCID 1356214654,5-Dihydro-2-(3-chloro-4-hydroxyphenyl)oxazole

Product 1

HCID 5271218Isoxazole, 5-(7-(2-chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl-

Procedure

5-{6-[2-Chloro-4-(4,5-dihydro-2-oxazolyl)phenoxy]hexyl}-3-methylisoxazole [IX; R=CH3, R1 =2-Cl, R2, R3, R4, R5 and R6 =H, Y=(CH2)6, oxazole at 4-position] was prepared from 5-(6-bromohexyl)-3-methylisoxazole (Example 14a) and 4,5-dihydro-2-(3-chloro-4-hydroxyphenyl)oxazole (Example 13b) according to the procedure of Example 9, part (b), and was obtained in the form of a colorless solid, m.p. 64.5°-65.5° C. when recrystallized from etherpentane.

Workup

  1. customwas obtained in the form of a colorless solid, m.p. 64.5°-65.5° C. when
  2. customrecrystallized from etherpentane

Sources & evidence

ORD record
ord-2de0a60c4ac14c46b2e850c59f945aea
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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