반응 #6577

반응 방정식

NCS

2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole

N-chlorosuccinimide

→

2-n-butyl 4-chloro 1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole

수율 44.2%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The tetrahydrofuran was evaporated
2. 2
   기타the residue was partitioned between water and ethyl acetate
3. 3
   세척The organic extracts were washed with water
4. 4
   기타dried
5. 5
   농축concentrated to the residual product
6. 6
   기타that crystallized when
7. 7
   workup.STIRRINGstirred with ether

실험 절차

A solution of 2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole (Example 3(i) Method A) (10.2 g. 0.0368 mol) in tetrahydrofuran (100 ml) was treated portionwise with N-chlorosuccinimide (NCS) (4.92 g, 0.0368 mol) and stirred at 45° C. for a total of 3 hours after the addition of the NCS. The tetrahydrofuran was evaporated and the residue was partitioned between water and ethyl acetate. The organic extracts were washed with water, dried and concentrated to the residual product that crystallized when stirred with ether to yield 5.1 g (44%) of 2-n-butyl 4-chloro 1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole; mp 134°-135° C. (from acetonitrile).

출처