4-sec-Butylphenol → 2-(4-Sec-butylphenoxy)nonanoic acid

HRID 2257162

반응식

HRID 2257162 반응식
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]

참가 물질

3

반응물 2

HCID 74534-sec-ButylphenolHCID 110997Ethyl 2-bromononan-1-oate

생성물 1

HCID 149954072-(4-Sec-butylphenoxy)nonanoic acid

실험 절차

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).

출처 및 근거

ORD 기록
ord-11e11e3bc70045469364a152281cd870
출처 데이터셋
uspto-grants-1997_08
특허 번호
US05656634

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