3,4,5-Trimethylphenol → 2-(3,4,5-trimethylphenoxy)-3-methoxy-N-(4-methylpent-2-yn-4-yl)propionamide

HRID 916543Notes

Reaction equation

HRID 916543 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8].Br[CH:12]([CH2:22][O:23][CH3:24])[C:13]([NH:15][C:16]([CH3:21])([CH3:20])[C:17]#[C:18][CH3:19])=[O:14]>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8])[O:10][CH:12]([CH2:22][O:23][CH3:24])[C:13]([NH:15][C:16]([CH3:21])([CH3:20])[C:17]#[C:18][CH3:19])=[O:14]

Participants

3

Reactant 2

HCID 106963,4,5-TrimethylphenolHCID 210784052-bromo-3-methoxy-N-(4-methylpent-2-yn-4-yl)propionamide

Product 1

HCID 691149082-(3,4,5-trimethylphenoxy)-3-methoxy-N-(4-methylpent-2-yn-4-yl)propionamide

Procedure

In a similar procedure to Example 3 Stage 2, 3,4,5-trimethylphenol was reacted with 2-bromo-N-(4-methylpent-2-yn-4-yl) 3-methoxypropionamide to give the title product as a colourless gum. 1H NMR (CDCl3) δ: 1.61(6H, s); 1.80(3H, s); 2.11(3H, s); 2.26(6H, s); 3.40(3H, s); 3.82(2H, m); 4.53(1H, t); 6.62(2H, s); 6.66(1H, s).

Sources & evidence

ORD record
ord-685254be2e7443958f769769761593cb
Source dataset
uspto-grants-2007_09
Patent number
US07271130B2

Reaction notes

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