Cesium fluoride → HCID 15918310, compound

HRID 1607798Notes

Reaction equation

HRID 1607798 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]23[CH2:16][CH2:15][C:12]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])([CH2:13][CH2:14]2)[CH2:11][CH2:10]3)=[CH:5][C:4]=1[N+]([O-])=O)#[N:2].[F-:25].[Cs+]>CN1CCCN(C)C1=O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]23[CH2:16][CH2:15][C:12]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])([CH2:13][CH2:14]2)[CH2:11][CH2:10]3)=[CH:5][C:4]=1[F:25])#[N:2]

Participants

4

Reactant 2

HCID 25953Cesium fluorideHCID 19849442HCID 19849442, compound

Product 1

HCID 15918310HCID 15918310, compound

Reagents, catalysts & solvents 1

HCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-Solvent

Conditions

Temperature
120 °C

Procedure

0 85 g of 1-(4-cyano-3-nitrophenyl)-4-n-pentylbicyclo[2.2.2]octane is dissolved in 8 ml of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone, 2.16 g of caesium fluoride are added and the mixture is heated, with stirring, at 120° C. for 2.5 hours. Dilution with water and workingup after extraction gives 1-(4-cyano-3-fluorophenyl)-4-n-pentylbicyclo[2.2.2]octane, which is purified by chromatography and crystallization. m.p. 63°; c.p. 53.3°

Workup

  1. temperaturethe mixture is heated
  2. extractionDilution with water and workingup after extraction

Sources & evidence

ORD record
ord-d52b62e4c7a540efbaec91984b91d32b
Source dataset
uspto-grants-1989_09
Patent number
US04867904

Reaction notes

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