(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acid → (E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoic acid

HRID 1527684Notes

Reaction equation

HRID 1527684 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])=[CH:5][C:4]=1/[CH:15]=[C:16](\[CH2:22][CH2:23][CH3:24])/[C:17]([O:19]CC)=[O:18].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])=[CH:5][C:4]=1/[CH:15]=[C:16](\[CH2:22][CH2:23][CH3:24])/[C:17]([OH:19])=[O:18]

Participants

4

Reactant 2

HCID 46180242(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acidHCID 86647734Ethyl (E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoate

Product 1

HCID 68740428(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Compound 29b was prepared from 28b (0.215 g, 0.656 mmol) as described above for 29a to give 0.193 g (0.642 mmol, 99%) of the product as a white 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-dadc4fed1cb84bc88688581751071efb
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

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