Potassium Carbonate → HCID 178460889, compound

HRID 1684466Notes

Reaction equation

HRID 1684466 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([CH:15]2[CH2:20][CH2:19][Si:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([CH2:21][CH2:22][CH3:23])[CH2:17][CH2:16]2)[CH2:11][CH2:10]1.[F:30][C:31]([F:41])([F:40])[O:32][C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=1>CN(C)C=O>[F:30][C:31]([F:40])([F:41])[O:32][C:33]1[CH:34]=[CH:35][C:36]([O:39][CH2:8][C@H:9]2[CH2:14][CH2:13][C@H:12]([CH:15]3[CH2:20][CH2:19][Si:18]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)([CH2:21][CH2:22][CH3:23])[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[CH:37][CH:38]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 70015p-(Trifluoromethoxy)phenolHCID 178460888HCID 178460888, compound

Product 1

HCID 178460889HCID 178460889, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8.3 g (60 mmols) of potassium carbonate was added to a mixture of 7.9 g (20 mmols) of 4-(trans-4-bromomethylcyclohexyl)-1-phenyl-1-n-propyl-1-silacyclohexane, 3.6 g (20 mmols) of 4-trifluoromethoxyphenol and 50 ml of dimethylformamide, followed by heating under reflux for 10 hours. The reaction mixture was after-treated by a usual manner and purified through chromatography to obtain 7.0 g (yield: 71%) of 4-(trans-4-(4-trifluoromethoxyphenyloxymethyl)cyclohexyl)-1-phenyl-1-n-propyl-1-silacyclohexane. The results of IR and NMR analyses are shown below.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 10 hours
  3. additionThe reaction mixture was after-treated by a usual manner
  4. custompurified through chromatography

Sources & evidence

ORD record
ord-fef07c1a08284241b636782d3055f0ff
Source dataset
uspto-grants-1997_06
Patent number
US05641430

Reaction notes

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