Methyl iodide → N,N-diethyl 2-chloro-6-methylbenzamide

HRID 378033

Reaction equation

HRID 378033 reaction equation
[CH2:1]([N:3]([CH2:13][CH3:14])[C:4](=[O:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[CH3:2].[CH3:15]I>>[CH2:13]([N:3]([CH2:1][CH3:2])[C:4](=[O:12])[C:5]1[C:10]([CH3:15])=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[CH3:14]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 825662-Chloro-N,N-diethylbenzamide

Product 1

HCID 18630133N,N-diethyl 2-chloro-6-methylbenzamideYield 92%

Procedure

The compound from example e (1.0 eq) and MeI (3.0 eq) were combined according to Method A. The crude product was purified by HPLC with 1:4 EtOAc/hexanes to give 5.2 g of N,N-diethyl 2-chloro-6-methylbenzamide as a yellow solid, a 92% yield. m.p. 48°-49° C.

Workup

  1. customThe crude product was purified by HPLC with 1:4 EtOAc/hexanes

Sources & evidence

ORD record
ord-00d9f08a6eeb4b4fa197cc1dd4376aab
Source dataset
uspto-grants-2000_02
Patent number
US06028101

Linked notes

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