Ethyl (E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoate → (E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoic acid

HRID 1527693Notes

Reaction equation

HRID 1527693 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][CH3:14])=[C:5]([S:15][CH3:16])[C:4]=1/[CH:17]=[C:18](\[CH3:24])/[C:19]([O:21]CC)=[O:20].COC1C2C(=CC=CC=2)C(OC)=CC=1/C=C(\C)/C(O)=O>CCOC(C)=O>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][CH3:14])=[C:5]([S:15][CH3:16])[C:4]=1/[CH:17]=[C:18](\[CH3:24])/[C:19]([OH:21])=[O:20]

Participants

4

Reactant 2

HCID 46180104Ethyl (E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoateHCID 46180242(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acid

Product 1

HCID 46180316(E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Compound 99h was prepared from 98h (0.165 g, 0.476 mmol) as described above for 29a to give 0.181 g (0.568 mmol, 118%) of the product as a orange solid following flash chromatography (1:3 EtOAc:hexanes 0.5% AcOH) and recrystallization from Et2O/hexanes.

Workup

  1. customto give

Sources & evidence

ORD record
ord-ebd4fdbc914f4b67b0196926c3bb7f31
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

Loading…