HCID 86646565, compound → HCID 86646564, compound

HRID 1698398Notes

Reaction equation

HRID 1698398 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]([CH2:18][CH3:19])[CH2:14][CH:15]([CH3:17])[CH3:16])[CH:8]=[O:9])([CH3:4])([CH3:3])[CH3:2].[C:20]([Mg]Br)#[CH:21]>>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]([OH:9])[C:20]#[CH:21])[CH:10]=[CH:11][C:12]=1[N:13]([CH2:18][CH3:19])[CH2:14][CH:15]([CH3:16])[CH3:17])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 86646565HCID 86646565, compoundHCID 178418486HCID 178418486, compound

Product 1

HCID 86646564HCID 86646564, compound

Procedure

In a manner analogous to example 1 e, the process is carried out by a reaction of 800 mg (3 mmol) of 3-tert-butyl-4-(ethylisobutylamino)benzaldehyde with 8 ml (4 mmol) of a 0.5M solution of ethynylmagnesium bromide. 700 mg of 1-[3-tert-butyl-4-(ethylisobutyl-amino)phenyl]prop-2-yn-1-ol are obtained in the form of a colourless oil (yield=81%).

Sources & evidence

ORD record
ord-1b2ee3cd285d49559cf51f7da37eb4d6
Source dataset
uspto-grants-2012_04
Patent number
US08163952B2

Reaction notes

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