HCID 178460944, compound → HCID 178460943, compound

HRID 1080591Notes

Reaction equation

HRID 1080591 reaction equation
[CH2:1]([Si@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]3[CH:23]=[C:22]([F:24])[C:21](I)=[C:20]([F:26])[CH:19]=3)[CH2:14][CH2:13]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]>C1COCC1>[CH2:1]([Si@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][CH2:11][C@H:12]2[CH2:17][CH2:16][C@H:15]([C:18]3[CH:23]=[C:22]([F:24])[C:21]([C:19]4[CH:18]=[CH:23][C:22]([F:24])=[CH:21][CH:20]=4)=[C:20]([F:26])[CH:19]=3)[CH2:14][CH2:13]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

3

Reactant 1

HCID 178460944HCID 178460944, compound

Product 1

HCID 178460943HCID 178460943, compoundYield 118.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

17.5 g (0.1 mol) of p-bromochlorobenzene was dripped into a mixture of 2.5 g (0.11 mol) of magnesium and 300 ml of THF to obtain a Grignard's reagent. This was dripped into a 30 ml THF solution of 13.6 g of zinc chloride to obtain an organozinc reagent. This solution was then dripped into a 500 ml THF solution of 0.5 g of tetrakis triphenylphosphine palladium and 49.2 g (0.1 mol) of 4-(trans-4-(2-(trans-4-n-propyl-4-silacyclohexyl)ethyl)cyclohexyl)-2,6-difluorophenyl iodide. After a conventional after treatment, purification was conducted by means of chromatography to obtain 27.2 g (yield 59.4%) of 4-(trans-4-(2-(trans-4-n-propyl-4-silacyclohexyl)ethyl)cyclohexyl) -2,6,4'-trifluorobiphenyl was obtained.

Workup

  1. customAfter a conventional after treatment, purification

Sources & evidence

ORD record
ord-9aab78c4e3cc4340a0b30920ba7d52e2
Source dataset
uspto-grants-1996_12
Patent number
US05582764

Reaction notes

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