(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acid → (E)-3-(1,4-dimethoxy-3-methylnaphthalen-2-yl)-2-butylpropenoic acid

HRID 1527688Notes

Reaction equation

HRID 1527688 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]([CH3:15])[C:4]=1/[CH:16]=[C:17](\[CH2:23][CH2:24][CH2:25][CH3:26])/[C:18]([O:20]CC)=[O:19].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]([CH3:15])[C:4]=1/[CH:16]=[C:17](\[CH2:23][CH2:24][CH2:25][CH3:26])/[C:18]([OH:20])=[O:19]

Participants

4

Reactant 2

HCID 46180242(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acidHCID 86647735Ethyl (E)-3-(1,4-dimethoxy-3-methylnaphthalen-2-yl)-2-butylpropenoate

Product 1

HCID 68769894(E)-3-(1,4-dimethoxy-3-methylnaphthalen-2-yl)-2-butylpropenoic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Compound 99b was prepared from 98b (0.148 g, 0.415 mmol) as described above for 29a to give 0.154 g (0.469 mmol, 113%) 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-a92aa3069259459ebc6023f649a749fd
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

Loading…