Iodine → 2-Chloro-1-iodo-3-(trifluoromethoxy)benzene

HRID 1508172Notes

Reaction equation

HRID 1508172 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][C:9]([F:12])([F:11])[F:10].[Li]CCCC.[I:18]I>C1COCC1>[Cl:1][C:2]1[C:3]([O:8][C:9]([F:11])([F:10])[F:12])=[CH:4][CH:5]=[CH:6][C:7]=1[I:18]

Participants

5

Reactant 3

HCID 807IodineHCID 27827821-Chloro-2-(trifluoromethoxy)benzeneHCID 178418339Butyllithium

Product 1

HCID 712394742-Chloro-1-iodo-3-(trifluoromethoxy)benzene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 1-chloro-2-(trifluoromethoxy)benzene (2.54 mmol) in 10 mL THF were added 1.42 mL n-BuLi (2.5 M solution in hexane) at −78° C. After 40 min, a solution of iodine (2.8 mmol) in 2.5 mL THF was added and stirring was continued at RT overnight.

Workup

  1. waitwas continued at RT overnight

Sources & evidence

ORD record
ord-d14bd50822b74e6294ce6e8439c564e2
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

Loading…