N-(4-hydroxy-2,3,6-trimethylphenyl)formamide → N-[2,3,6-Trimethyl-4-[[2-methyl-3-(4-methylphenyl)-2-propenyl]oxy]phenyl]formamide

HRID 272349Notes

Reaction equation

HRID 272349 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][C:16]([CH3:25])=[CH:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1>C(OCC)(=O)C.CCCCCC>[CH3:12][C:4]1[C:3]([CH3:13])=[C:2]([O:1][CH2:15][C:16]([CH3:25])=[CH:17][C:18]2[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=2)[CH:7]=[C:6]([CH3:8])[C:5]=1[NH:9][CH:10]=[O:11]

Participants

4

Reactant 2

HCID 21961295N-(4-hydroxy-2,3,6-trimethylphenyl)formamideHCID 687065381-(3-Bromo-2-methyl-1-propenyl)-4-methylbenzene

Product 1

HCID 73856749N-[2,3,6-Trimethyl-4-[[2-methyl-3-(4-methylphenyl)-2-propenyl]oxy]phenyl]formamideYield 57%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

By using N-(4-hydroxy-2,3,6-trimethylphenyl)formamide and 1-(3-bromo-2-methyl-1-propenyl)-4-methylbenzene, the title compound was synthesized according to Reference Example 17b. Yield: 57%. Melting point: 167-169° C. (Ethyl acetate-hexane)

Sources & evidence

ORD record
ord-3bbb072d4fc84448a3a88e88d8eb201f
Source dataset
uspto-grants-2008_11
Patent number
US07456162B2

Reaction notes

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