Ethyl 3-(4-hydroxy-3-methoxyphenyl)propionate → 3-[3-methoxy-4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

HRID 922285Notes

Reaction equation

HRID 922285 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]CC)=[O:31])=[CH:24][C:23]=1[O:35][CH3:36]>>[CH3:36][O:35][C:23]1[CH:24]=[C:25]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH:26]=[CH:27][C:22]=1[O:14][CH2:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5]/[C:4](=[N:3]\[O:2][CH3:1])/[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 123548Ethyl 3-(4-hydroxy-3-methoxyphenyl)propionateHCID 86695770(4-{[(2E)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol

Product 1

HCID 566407113-[3-methoxy-4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acidYield 47.62%

Procedure

Compound 94 was synthesized from (4-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol (0.12 g, 0.446 mmol) and ethyl 3-(4-hydroxy-3-methoxyphenyl)propanoate (0.1 g, 0.446 mmol) by following the procedure described in scheme 16 (0.06 g, yield: 47.62%); Purity: 98.66%.

Sources & evidence

ORD record
ord-2d3144fb24834a70a712104ea7eb408a
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

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