Ethyl 3-(4-hydroxy-2 isopropoxyphenyl)propanoate → 3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]-2-propan-2-yloxyphenyl]propanoic acid

HRID 922232Notes

Reaction equation

HRID 922232 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])=[C:24]([O:35][CH:36]([CH3:38])[CH3:37])[CH:23]=1>>[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][O:14][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[C:24]([O:35][CH:36]([CH3:38])[CH3:37])[CH:23]=2)=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 58566451Ethyl 3-(4-hydroxy-2 isopropoxyphenyl)propanoateHCID 86695770(4-{[(2E)-2-(methoxyimino)-2-phenylethyl]oxy}phenyl)methanol

Product 1

HCID 871068893-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]-2-propan-2-yloxyphenyl]propanoic acidYield 13.73%

Procedure

Compound 60 was synthesized from (1Z)-2-[4-(hydroxymethyl)phenoxy]-1-phenylethanone O-methyloxime (0.268 g, 0.99 mmol) and ethyl 3-(4-hydroxy-2-isopropoxyphenyl)propanoate (0.25 g, 0.99 mmol) by following the procedure described in scheme 15 (0.04 g, yield: 13.73%); Purity: 97.21%.

Sources & evidence

ORD record
ord-d0e7e7cb0a094c9da80cf413ff6f71be
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

Loading…