Reaction equation
Br[CH:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:3]([O:5]CC)=[O:4].[CH3:15][CH:16]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)[CH2:17][CH3:18]>>[CH3:15][CH:16]([C:19]1[CH:20]=[CH:21][C:22]([O:25][CH:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:3]([OH:5])=[O:4])=[CH:23][CH:24]=1)[CH2:17][CH3:18]Participants
3
Procedure
By use of the procedures described in Examples 1 and 3, ethyl 2-bromononanoate and 4-(1-methylpropyl )phenol were coupled and the product saponified to give 2- (4-(1-methylpropyl)phenoxy)nonanoic acid. This material (1.0 g) was then methylated at the 2-position according to the procedure of Pfeffer, et. al. (J. Org. Chem., 1972, 37, 451) to give 2-methyl-2-hexanethiodecanoic acid (0.928 g). This material (0.86 g) was converted to the corresponding acid chloride with oxalyl chloride and coupled with 2,4,6-trimethoxyaniline (0.49 g) according to the procedure of Adams and Ulrich (J. Am. Chem. Soc., 1920, 42, 599) to give the title compound (1.12 g).
Sources & evidence
- ORD record
- ord-fbe8af0e4cf14b76bb53eb89c53f99e8
- Source dataset
- uspto-grants-1994_11
- Patent number
- US05362878
Linked notes
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