Oxygen → 3-Ethoxy-4-methylbenzonitrile
Reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[OH:10].[H-].[Na+].O=O.I[CH2:16][CH3:17]>CN(C=O)C>[CH2:16]([O:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[CH3:1])[C:6]#[N:7])[CH3:17]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
10 g (75 mmol) of 4-methyl-3-hydroxybenzonitrile were deprotonated with 1 eq. of NaH in 100 ml of DMF and then ethylated on the oxygen with 112 mmol of iodoethane. 8.8 g of product were obtained.
Sources & evidence
- ORD record
- ord-4bc1abc1bf8946cbb18ac9bb653b6ca9
- Source dataset
- uspto-grants-2002_09
- Patent number
- US06444817B1
Reaction notes
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