Methyl 3-(4-Hydroxy-2-methoxyphenyl)propanoate → 3-[2-methoxy-4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

HRID 922214Notes

Reaction equation

HRID 922214 reaction equation
[CH3:1][O:2]/[N:3]=[C:4](/[C:15]1[CH:20]=[CH:19][CH:18]=[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:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30]([O:32]C)=[O:31])=[C:24]([O:34][CH3:35])[CH:23]=1>>[CH3:35][O:34][C:24]1[CH:23]=[C:22]([O:14][CH2:13][C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:5]/[C:4](=[N:3]\[O:2][CH3:1])/[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:8][CH:9]=2)[CH:27]=[CH:26][C:25]=1[CH2:28][CH2:29][C:30]([OH:32])=[O:31]

Participants

3

Reactant 2

HCID 66685654Methyl 3-(4-Hydroxy-2-methoxyphenyl)propanoateHCID 86695770(4-{[(2E)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol

Product 1

HCID 566401433-[2-methoxy-4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acidYield 89%

Procedure

Compound 37 was synthesized from (1Z)-2-[4-(hydroxymethyl)phenoxy]-1-phenylethanone O-methyloxime (0.4 g, 1.197 mmol) and methyl 3-(4-hydroxy-2-methoxyphenyl)propanoate (0.268 g, 1.197 mmol) by following the procedure described in scheme 13 (0.2 g, yield: 89%); Purity: 99.31%.

Sources & evidence

ORD record
ord-a6e75640756649a5a9ac2ccfb222e522
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

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