1,4-Dimethoxy-3-methylsulfanyl-2-naphthaldehyde → Ethyl (E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoate

HRID 1527682Notes

Reaction equation

HRID 1527682 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]([S:15][CH3:16])[C:4]=1[CH:17]=O.COC1C2C(=CC=CC=2)C(OC)=CC=1/[CH:33]=[C:34](\C)/[C:35]([O:37][CH2:38][CH3:39])=[O:36]>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]([S:15][CH3:16])[C:4]=1/[CH:17]=[C:34](\[CH3:33])/[C:35]([O:37][CH2:38][CH3:39])=[O:36]

Participants

4

Reactant 2

HCID 461800421,4-Dimethoxy-3-methylsulfanyl-2-naphthaldehydeHCID 46180044HCID 46180044, compound

Product 1

HCID 46180104Ethyl (E)-3-(1,4-dimethoxy-3-methylsulfanylnaphthalen-2-yl)-2-methylpropenoate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Compound 98h was prepared from 57 (0.308 g, 1.17 mmol) as described above for 28a to give 0.231 g (0.667 mmol, 55%) of the product as an amorphous yellow solid following flash chromatography (1:9 EtOAc:hexanes) and recrystallization from Et2O/hexanes. (0.165 g E; 0.065 g E/Z)

Workup

  1. customto give

Sources & evidence

ORD record
ord-752de8d8133540cfb57a600cbfdb4a40
Source dataset
uspto-grants-2015_07
Patent number
US09089605B2

Reaction notes

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