반응 #214062

반응 방정식

1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-one naphthalene-1,5-disulphonate

sodium bicarbonate

sodium borohydride

→

1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-ol

수율 75.0%

용매

methylene chloride

isopropanol

반응 조건

후처리

1. 1
   기타The organic phase was separated off
2. 2
   건조dried over sodium sulphate
3. 3
   농축concentrated
4. 4
   workup.DISTILLATIONby distilling off the solvent in vacuo
5. 5
   기타The base thus obtained
6. 6
   workup.DISTILLATIONthe isopropanol was then distilled off
7. 7
   workup.ADDITIONafter adding 100 ml of water
8. 8
   workup.STIRRINGthe mixture was stirred at room temperature for a further 15 hours
9. 9
   기타The organic phase was then separated off
10. 10
    세척washed twice with 50 ml of water each time
11. 11
    건조dried over sodium sulphate
12. 12
    농축concentrated
13. 13
    기타The oil which remained was boiled up in 100 ml of petroleum ether, whereupon crystallization

실험 절차

18.8 g (0.04 mol) of 1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-one naphthalene-1,5-disulphonate were suspended in 100 ml of methylene chloride, and 100 ml of sodium bicarbonate solution were added. The organic phase was separated off, dried over sodium sulphate and concentrated by distilling off the solvent in vacuo. The base thus obtained was taken up in 100 ml of isopropanol, and 2 g (0.05 mol) of sodium borohydride were added in portions at 5° to 10° C. The mixture was stirred at room temperature for 15 hours and the isopropanol was then distilled off. The residue was taken up in 100 ml of methylene chloride and, after adding 100 ml of water, the mixture was stirred at room temperature for a further 15 hours. The organic phase was then separated off, washed twice with 50 ml of water each time, dried over sodium sulphate and concentrated. The oil which remained was boiled up in 100 ml of petroleum ether, whereupon crystallization occurred. 9.8 g (75% of theory) of 1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-4-chloro-butan-2-ol of melting point 120°-125° C. were obtained. ##STR15##

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