Benzene, 1-bromo-4-(trifluoromethyl)- → HCID 178444406, compound

HRID 974159Notes

Reaction equation

HRID 974159 reaction equation
[CH2:1]([C@H:6]1[CH2:11][CH2:10][C@H:9]([C:12]#[CH:13])[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[F:14][C:15]([F:24])([F:23])[C:16]1[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=1>[Cu]I.C(N(CC)CC)C>[CH2:1]([C@H:6]1[CH2:7][CH2:8][C@H:9]([C:12]#[C:13][C:19]2[CH:20]=[CH:21][C:16]([C:15]([F:24])([F:23])[F:14])=[CH:17][CH:18]=2)[CH2:10][CH2:11]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-HCID 178455744HCID 178455744, compound

Product 1

HCID 178444406HCID 178444406, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8471TriethylamineSolvent

Procedure

A mixture of 0.06 mol of trans-4-pentylcyclohexylacetylene, 0.06 mol of 4-trifluoromethyl-bromobenzene, 250 ml of triethylamine, 1.2 mmol of Pd(II) catalyst and 0.6 mmol of CuI is stirred at room temperature for 15 hours. The reaction mixture is diluted with petroleum ether and filtered. Evaporation and purification give 1-(trans-4-pentylcyclohexyl)-2-(4-trifluoromethylphenyl)acetylene of M.=43°.

Workup

  1. filtrationfiltered
  2. customEvaporation and purification

Sources & evidence

ORD record
ord-a7ae0d83fe734c668005c4a7a79eb028
Source dataset
uspto-grants-1991_11
Patent number
US05068053

Reaction notes

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