N-(4-hydroxy-2,3,6-trimethylphenyl)formamide → N-[4-[[(E)-3-(4-Isopropylphenyl)-2-propenyl]oxy]-2,3,6-trimethylphenyl]formamide

HRID 272315Notes

Reaction equation

HRID 272315 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([NH:9][CH:10]=[O:11])=[C:4]([CH3:12])[C:3]=1[CH3:13].Br[CH2:15]/[CH:16]=[CH:17]/[C:18]1[CH:23]=[CH:22][C:21]([CH:24]([CH3:26])[CH3:25])=[CH:20][CH:19]=1>C(OCC)(=O)C.CCCCCC>[CH:24]([C:21]1[CH:20]=[CH:19][C:18](/[CH:17]=[CH:16]/[CH2:15][O:1][C:2]2[CH:7]=[C:6]([CH3:8])[C:5]([NH:9][CH:10]=[O:11])=[C:4]([CH3:12])[C:3]=2[CH3:13])=[CH:23][CH:22]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 2

HCID 21961295N-(4-hydroxy-2,3,6-trimethylphenyl)formamideHCID 219613131-[(E)-3-bromo-1-propenyl]-4-isopropylbenzene

Product 1

HCID 21961342N-[4-[[(E)-3-(4-Isopropylphenyl)-2-propenyl]oxy]-2,3,6-trimethylphenyl]formamideYield 59%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

By using N-(4-hydroxy-2,3,6-trimethylphenyl)formamide and 1-[(E)-3-bromo-1-propenyl]-4-isopropylbenzene, the title compound was synthesized according to Reference Example 17a. Yield: 59%. Melting point: 165-167° C. (Ethyl acetate-hexane)

Sources & evidence

ORD record
ord-c6cd4c47c5b74f7eabc96f73676f6811
Source dataset
uspto-grants-2008_11
Patent number
US07456162B2

Reaction notes

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