3-Bromo-1,4-dimethoxy-2-naphthaldehyde → Ethyl (E)-3-(3-bromo-1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoate

HRID 1527681Notes

Reaction equation

HRID 1527681 reaction equation
[Br:1][C:2]1[C:3]([CH:16]=O)=[C:4]([O:14][CH3:15])[C:5]2[C:10]([C:11]=1[O:12][CH3:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.CO[C:20]1C2C(=CC=CC=2)C(OC)=C[C:21]=1/[CH:32]=[C:33](\C)/[C:34]([O:36][CH2:37][CH3:38])=[O:35]>CCOCC>[Br:1][C:2]1[C:3](/[CH:16]=[C:33](\[CH2:32][CH2:21][CH3:20])/[C:34]([O:36][CH2:37][CH3:38])=[O:35])=[C:4]([O:14][CH3:15])[C:5]2[C:10]([C:11]=1[O:12][CH3:13])=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 112086483-Bromo-1,4-dimethoxy-2-naphthaldehydeHCID 46180044HCID 46180044, compound

Product 1

HCID 86647737Ethyl (E)-3-(3-bromo-1,4-dimethoxynaphthalen-2-yl)-2-propylpropenoate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Compound 98f was prepared from 38 (0.514 g, 1.75 mmol) as described above for 28a to give 0.346 g (0.849 mmol, 49%) of the product as a yellow solid following flash chromatography (1:19 Et2O:hexanes) and recrystallization from Et2O/hexanes. (0.291 g E; 0.055 g Z)

Workup

  1. customto give

Sources & evidence

ORD record
ord-ea3dc499ced04604b63180a208340b03
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

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