1,4-Dimethoxy-2-naphthaldehyde → Ethyl (E)-3-(1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoate

HRID 1527676Notes

Reaction equation

HRID 1527676 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]=O.CO[C:19]1C2C(=CC=CC=2)C(OC)=C[C:20]=1/[CH:31]=[C:32](\C)/[C:33]([O:35][CH2:36][CH3:37])=[O:34]>CCOCC>[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:32](\[CH2:31][CH2:20][CH3:19])/[C:33]([O:35][CH2:36][CH3:37])=[O:34]

Participants

4

Reactant 2

HCID 105848151,4-Dimethoxy-2-naphthaldehydeHCID 46180044HCID 46180044, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Compound 28b was prepared from 27 (0.495 g, 2.29 mmol) as described above for 28a to give 0.443 g (1.35 mmol, 59%) of the product as a white solid following flash chromatography (1:19 Et2O:hexanes) and recrystallization from Et2O/hexanes.

Workup

  1. customto give

Sources & evidence

ORD record
ord-ceecf379000c4493a3c0384ed8b3134d
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

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