Methyl 5-methyl-3-isoxazolepropanoate → 5-Oxazolemethanol, 4,5-dihydro-2-(4-((7-(3-methyl-5-isoxazolyl)heptyl)oxy)phenyl)-

HRID 359827Notes

Reaction equation

HRID 359827 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH2:10][CH2:11][N:12]=2)=[CH:4][C:3]=1OC.Br[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[O:27][N:26]=[C:25]([CH3:28])[CH:24]=1.C[C:30]1[O:34]N=C(CCC(OC)=O)C=1>>[OH:34][CH2:30][CH:10]1[O:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]3[O:27][N:26]=[C:25]([CH3:28])[CH:24]=3)=[CH:7][CH:6]=2)=[N:12][CH2:11]1

Participants

4

Reactant 3

HCID 573461Methyl 5-methyl-3-isoxazolepropanoateHCID 133169675-(7-Bromoheptyl)-3-methylisoxazoleHCID 1356214674,5-Dihydro-2-(4-hydroxy-3-methoxyphenyl)oxazole

Product 1

HCID 52721595-Oxazolemethanol, 4,5-dihydro-2-(4-((7-(3-methyl-5-isoxazolyl)heptyl)oxy)phenyl)-

Procedure

5-{7-[4-(4,5-Dihydro-2-oxazolyl)-2-methoxyphenoxy]heptyl}-3-methylisoxazole [IX; R=CH3, R2, R3, R4, R5 and R6 =H, R1 =2-OCH3, Y=(CH2)7, oxazole at 4-position] was prepared from 4,5-dihydro-2-(4-hydroxy-3-methoxyphenyl)oxazole and 5-(7-bromoheptyl)-3-methylisoxazole according to the procedure of Example 9, part (d), and was obtained in the form of colorless crystals, m.p. 71°-73° C. when recrystallized from a hexane-isopropyl acetate mixture.

Workup

  1. customwas obtained in the form of colorless crystals, m.p. 71°-73° C. when
  2. customrecrystallized from a hexane-isopropyl acetate mixture

Sources & evidence

ORD record
ord-5f1714f24b214e4595c8992b9addad3f
Source dataset
uspto-grants-1991_03
Patent number
US05002960

Reaction notes

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