Sodium Iodide → 4-(2-Methyl-4-benzofuranyloxymethyl)benzonitrile

HRID 485174Notes

Reaction equation

HRID 485174 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[C:9]([CH3:11])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.Br[CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(O)C>[CH3:11][C:9]1[O:10][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([O:1][CH2:13][C:14]3[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=3)[C:7]=2[CH:8]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrileHCID 121745614-Hydroxy-2-methylbenzofuran

Product 1

HCID 130921044-(2-Methyl-4-benzofuranyloxymethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Hydroxy-2-methylbenzofuran (5.18 g, 0.035 M), 4-bromomethylbenzonitrile (6.86 g, 0.035 M), anhydrous potassium carbonate (5.2 g), sodium iodide (0.21 g) and 95% ethanol (50 ml) were reacted together in an analogous manner to that described in Example 5(A) to give 4-(2-methyl-4-benzofuranyloxymethyl)benzonitrile, m.p. 84°-85° C. (Found: C, 77.57; H, 5.02; N, 5.22. C17H13NO2 requires C, 77.55; H, 4.98; N, 5.32%).

Sources & evidence

ORD record
ord-9e5dd4a6654d406faa33ddf26ea6557f
Source dataset
uspto-grants-1985_08
Patent number
US04535183

Reaction notes

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