2-(Bromomethyl)benzonitrile → HCID 23333579, compound

HRID 904189Notes

Reaction equation

HRID 904189 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:5][CH:4]=1.C(=O)([O-])O.[Na+].Br[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]#[N:29]>O>[CH3:1][N:2]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]#[N:29])[C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 895992-(Bromomethyl)benzonitrileHCID 516892Sodium BicarbonateHCID 11550151N-methyl-4-ethoxycarbonylmethylaniline

Product 1

HCID 23333579HCID 23333579, compoundYield 112.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-Methyl-4-ethoxycarbonylmethylaniline (10 g), sodium hydrogencarbonate (5 g), water (5 ml), and 2-bromomethylcyanobenzene (12.2 g) were treated in the same manner as described in Example 1 for the preparation of the starting material. 18 g of N-methyl-N-(2-cyanobenzyl)-4-ethoxycarbonylmethylaniline was obtained as a light-yellow oily material.

Workup

  1. customas described in Example 1 for the preparation of the starting material

Sources & evidence

ORD record
ord-c1ee446f2a1c4e14988399d4bded4515
Source dataset
uspto-grants-1980_10
Patent number
US04230703

Reaction notes

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