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

HRID 1527689Notes

Reaction equation

HRID 1527689 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][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])/[C:18]([O:20]CC)=[O:19].COC1C2C(=CC=CC=2)C(OC)=CC=1/C=C(\C)/C(O)=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][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])/[C:18]([OH:20])=[O:19]

Participants

3

Reactant 2

HCID 46180242(E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-methylpropenoic acidHCID 86647736Ethyl (E)-3-(1,4-dimethoxy-3-methylnaphthalen-2-yl)-2-nonylpropenoate

Product 1

HCID 68741361(E)-3-(1,4-dimethoxy-3-methylnaphthalen-2-yl)-2-nonylpropenoic acid

Procedure

Compound 99c was prepared from 98c (0.164 g, 0.384 mmol) as described above for 29a to give 0.152 g (0.381 mmol, 96%) of the product as a colorless oil following flash chromatography (1:3 EtOAc:hexanes 0.5% AcOH).

Sources & evidence

ORD record
ord-c9d5f41aaf944d8a91b8beb7d84b03ec
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

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