Skip to main content

Table 1 Reaction screening: effect of reaction medium, halogenating agent and alcohol on dehydroxyhalogenation reactions

From: Halodehydroxylation of alcohols to yield benzylic and alkyl halides in ionic liquids

Alcohol

Solvent

Halide

Yield (%)

BnOH

[Bmim]PF6

Cl

68 (65)

BnOH

[BMmim]PF6

Cl

18

BnOH

[Bmim]BF4

Cl

0

BnOH

[Bmim]Cl

Cl

0

BnOH

[P66614]DBS

Cl

5

BnOH

DMF

Cl

0

BnOH

[Bmim]PF6

Br

50

BnOH

[Bmim]PF6

I

72

p-Cl-BnOH

[Bmim]PF6

Cl

81 (77)

p-Br-BnOH

[Bmim]PF6

Cl

65

p-NO2-BnOH

[Bmim]PF6

Cl

58

p-CH3-BnOH

[Bmim]PF6

Cl

46a

p-OH-BnOH

[Bmim]PF6

Cl

0

p-CH3O-BnOH

[Bmim]PF6

Cl

0

n-BuOH

[Bmim]PF6

F

0

n-BuOH

[Bmim]PF6

Cl

51 (51)

n-BuOH

[Bmim]PF6

Br

65 (62)

n-BuOH

[Bmim]PF6

I

82

citronellol

[Bmim]PF6

Cl

50

  1. Conditions (unless otherwise stated): MW, 150 °C, 15 min. Yield reported obtained via NMR analyses. Value in parentheses is isolated yield
  2. aT = 125 °C