Imidazole → HCID 55031596, compound

HRID 1925538Notes

Reaction equation

HRID 1925538 reaction equation
N1C=CN=C1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:25][C:26]([F:39])([F:38])[C:27]1[CH:28]=[C:29]([CH2:33][CH2:34][CH:35](O)[CH3:36])[CH:30]=[CH:31][CH:32]=1.[Br:40]Br>C(Cl)Cl.CCCCCC>[Br:40][CH:35]([CH3:36])[CH2:34][CH2:33][C:29]1[CH:30]=[CH:31][CH:32]=[C:27]([C:26]([F:39])([F:38])[F:25])[CH:28]=1

Participants

7

Reactant 4

HCID 795ImidazoleHCID 11776TriphenylphosphineHCID 24408BromineHCID 61748346HCID 61748346, compound

Product 1

HCID 55031596HCID 55031596, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8058HexaneSolvent

Procedure

750 mg (11.0 mmol) of imidazole and 2.88 g (11.0 mmol) of triphenylphosphine were added to a solution of 2.0 g (9.2 mmol) of 4-(3-(trifluoromethyl)phenyl)butan-2-ol in DCM (10 ml). 570 μl (11.0 mmol) of bromine were added dropwise at 0° C., and stirring was carried out for 1 h at RT. The mixture was then concentrated in vacuo. CC (hexane) of the residue yielded 2.0 g (7.1 mmol, 78%) of 1-(3-bromobutyl)-3-(trifluoromethyl)benzene.

Workup

  1. concentrationThe mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-791e22bcf86b4aa7bcab32af8ad40189
Source dataset
uspto-grants-2012_05
Patent number
US08178684B2

Reaction notes

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