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

HRID 922275Notes

Reaction equation

HRID 922275 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.[CH:21]1([CH:24]([C:30]2[CH:35]=[CH:34][C:33](O)=[CH:32][CH:31]=2)[CH2:25][C:26]([O:28]C)=[O:27])[CH2:23][CH2:22]1>>[CH:21]1([CH:24]([C:30]2[CH:31]=[CH:32][C:33]([O:14][CH2:13][C:10]3[CH:11]=[CH:12][C:7]([O:6][CH2:5]/[C:4](=[N:3]\[O:2][CH3:1])/[C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[CH:8][CH:9]=3)=[CH:34][CH:35]=2)[CH2:25][C:26]([OH:28])=[O:27])[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 57672485Methyl 3-cyclopropyl-3-(4-hydroxyphenyl)propanoateHCID 86695770(4-{[(2E)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol

Product 1

HCID 566406423-cyclopropyl-3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acidYield 22.9%

Procedure

Compound 87 was synthesized from (4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol (0.22 g, 0.8146 mmol) and methyl 3-cyclopropyl-3-(4-hydroxyphenyl)propanoate (0.2 g, 0.9082 mmol) by following the procedure described in scheme 30 (0.04 g, yield: 22.90%); Purity: 98.07%.

Sources & evidence

ORD record
ord-8cdfa3d0f63249cd94ea1362fadb213e
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

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