Ethyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylate → 2-[4-[[4-[(2Z)-2-methoxyimino-2-(4-methoxyphenyl)ethoxy]phenyl]methoxy]phenyl]cyclopropane-1-carboxylic acid

HRID 922222Notes

Reaction equation

HRID 922222 reaction equation
[CH3:1][O:2]/[N:3]=[C:4](/[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)\[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][CH:8]=1.O[C:24]1[CH:29]=[CH:28][C:27]([CH:30]2[CH2:32][CH:31]2[C:33]([O:35]CC)=[O:34])=[CH:26][CH:25]=1>>[CH3:1][O:2]/[N:3]=[C:4](/[C:15]1[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=1)\[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][O:14][C:24]2[CH:29]=[CH:28][C:27]([CH:30]3[CH2:32][CH:31]3[C:33]([OH:35])=[O:34])=[CH:26][CH:25]=2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 53374426Ethyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylateHCID 87106073[4-[(2Z)-2-methoxyimino-2-(4-methoxyphenyl)ethoxy]phenyl]methanol

Product 1

HCID 566402782-[4-[[4-[(2Z)-2-methoxyimino-2-(4-methoxyphenyl)ethoxy]phenyl]methoxy]phenyl]cyclopropane-1-carboxylic acidYield 13.26%

Procedure

Compound 46 was synthesized from (1Z)-2-[4-(hydroxymethyl)phenoxy]-1-(4-methoxyphenyl)ethanone O-methyloxime (0.146 g, 0.48 mmol) and ethyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate (0.1 g, 0.4 mmol) by following the procedure described in scheme 18 (0.01 g, yield: 13.26%); Purity: 92.24%.

Sources & evidence

ORD record
ord-923bd0156ec24ce5a0366e0ada7e6ad1
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

Loading…