1-Bromo-4-(pentafluoro-lambda6-sulfanyl)benzene → HCID 178448022, compound

HRID 344982Notes

Reaction equation

HRID 344982 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.Br[CH:15]1[CH2:20][CH2:19][CH:18]([C@H:21]2[CH2:26][CH2:25][C@H:24]([CH2:27][CH2:28][CH3:29])[CH2:23][CH2:22]2)[CH2:17][CH2:16]1>[Zn].[Ni](Cl)Cl.O1CCCC1>[CH2:27]([C@H:24]1[CH2:25][CH2:26][C@H:21]([C@H:18]2[CH2:19][CH2:20][C@H:15]([C:2]3[CH:7]=[CH:6][C:5]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])=[CH:4][CH:3]=3)[CH2:16][CH2:17]2)[CH2:22][CH2:23]1)[CH2:28][CH3:29]

Participants

6

Reactant 2

HCID 27791941-Bromo-4-(pentafluoro-lambda6-sulfanyl)benzeneHCID 178447828HCID 178447828, compound

Product 1

HCID 178448022HCID 178448022, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 24385Nickel DichlorideCatalystHCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of 18.3 g of 4-bromophenyl-sulfur pentafluoride and 50 ml of tetrahydrofuran is added to a mixture of the organozinc compound prepared from 28.7 g of 1-bromo-4-(trans-4-propylcyclohexyl)-cyclohexane and 7 g of zinc, 13 g of nickel(II) chloride and tetrahydrofuran, and the mixture is heated at the boil for 5 hours. Working up in the customary manner gives 4-(trans-4-(trans-4-propylcyclohexyl)-cyclohexyl)-phenyl-sulfur pentafluoride.

Workup

  1. temperaturethe mixture is heated at the boil for 5 hours

Sources & evidence

ORD record
ord-bcdf5f3a9eb1476883a5eeec047e5e77
Source dataset
uspto-grants-1991_10
Patent number
US05055223

Reaction notes

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