Ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoate → HCID 135617794, compound

HRID 898432Notes

Reaction equation

HRID 898432 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[O:17][CH:18]=[C:19]([CH2:21][CH2:22][O:23]S(C3C=CC(C)=CC=3)(=O)=O)[N:20]=2)[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[CH2:34]([O:36][C:37](=[O:49])[C:38]([O:41][C:42]1[CH:47]=[CH:46][C:45](O)=[CH:44][CH:43]=1)([CH3:40])[CH3:39])[CH3:35]>>[CH2:34]([O:36][C:37](=[O:49])[C:38]([O:41][C:42]1[CH:47]=[CH:46][C:45]([O:23][CH2:22][CH2:21][C:19]2[N:20]=[C:16]([C:7]3[CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:10]([OH:11])=[C:9]([C:12]([CH3:14])([CH3:15])[CH3:13])[CH:8]=3)[O:17][CH:18]=2)=[CH:44][CH:43]=1)([CH3:40])[CH3:39])[CH3:35]

Participants

3

Reactant 2

HCID 181741Ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoateHCID 136368504HCID 136368504, compound

Product 1

HCID 135617794HCID 135617794, compoundYield 70%

Procedure

Toluene-4-sulfonic acid 2-[2-(3,5-di-tert-butyl-4-hydroxyphenyl)oxazol-4-yl]ethyl ester (Eli Lilly and Co, Eur. Pat. Appl. 98-308063) (490 mg, 1.04 mmol) was coupled to 2-(4-hydroxyphenoxy)-2-methylpropanoic acid ethyl ester (American Home Products U.S. Pat. No. 3,795,691) (203 mg, 0.90 mmol) following the procedure described in Example 1 to provide the product (330 mg, 70%) as a clear, colorless oil:

Sources & evidence

ORD record
ord-92c0463bb362415b98c777a6e971bd14
Source dataset
uspto-grants-2008_04
Patent number
US07351728B2

Reaction notes

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