Ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoate → 2-Methyl-2-[4-(5-methyl-2-phenyloxazol-4-ylmethoxy)phenoxy]propionic Acid, Ethyl Ester

HRID 898423Notes

Reaction equation

HRID 898423 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][OH:14].O[C:16]1[CH:30]=[CH:29][C:19]([O:20][C:21]([CH3:28])([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:18][CH:17]=1>>[CH3:28][C:21]([O:20][C:19]1[CH:18]=[CH:17][C:16]([O:14][CH2:13][C:3]2[N:4]=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[O:6][C:2]=2[CH3:1])=[CH:30][CH:29]=1)([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

3

Reactant 2

HCID 181741Ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoateHCID 115719324-(Hydroxymethyl)-5-methyl-2-phenyl-1,3-oxazole

Product 1

HCID 235900122-Methyl-2-[4-(5-methyl-2-phenyloxazol-4-ylmethoxy)phenoxy]propionic Acid, Ethyl Ester

Procedure

Made from (5-methyl-2-phenyloxazol-4-yl)methanol [Overman, et al., J. Org. Chem. (1979), 44(13), 2323-25] and ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoate (American Home Products, U.S. Pat. No. 3,795,691) via an analogous procedure to that reported for Example 2, Step A: 1H NMR (300 MHz, CDCl3) δ 8.03-8.09 (m, 2H), 7.45-7.52 (m, 3H), 6.94 (d, 2H), 6.88 (d, 2H), 4.99 (s, 2H), 4.37 (q, 2H), 2.47 (s, 3H), 1.60 (s, 6H), 1.33 (t, 3H).

Sources & evidence

ORD record
ord-64da12dbefc04005be2cb9fa44e754b1
Source dataset
uspto-grants-2008_04
Patent number
US07351728B2

Reaction notes

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