HCID 22412511, compound → HCID 22412514, compound

HRID 439630Notes

Reaction equation

HRID 439630 reaction equation
[CH2:1]([Si:6]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH2:10][CH:9]([CH:12]2[CH2:17][CH2:16][C:15](=O)[CH:14]=[CH:13]2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5].[F:25][C:26]1[CH:31]=[CH:30][C:29]([Li])=[CH:28][CH:27]=1>>[CH2:1]([Si:6]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH2:10][CH:9]([C:12]2[CH2:17][CH2:16][C:15]([C:29]3[CH:30]=[CH:31][C:26]([F:25])=[CH:27][CH:28]=3)=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

3

Reactant 2

HCID 22412511HCID 22412511, compoundHCID 178506726HCID 178506726, compound

Product 1

HCID 22412514HCID 22412514, compoundYield 74%

Procedure

In the same manner as in Example 1, 50.0 g of 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)-2-cyclohexenone was subjected to coupling reaction with 4-fluorophenyllithium, followed by dehydration reaction in the presence of an acid catalyst to obtain 45.5 g of 1-(4-n-pentyl-4-phenyl-4-silacyclohexyl)-4-(4-fluorophenyl)-1,3-cyclohexadiene (yield: 74%). The results of IR analysis of the compound are shown below.

Workup

  1. customfollowed by dehydration reaction in the presence of an acid catalyst

Sources & evidence

ORD record
ord-19e6a52339ad4e5a8ca63324b99eead6
Source dataset
uspto-grants-1996_05
Patent number
US05514824

Reaction notes

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