Tetrabutylammonium Fluoride → HCID 178444314, compound

HRID 2082269Notes

Reaction equation

HRID 2082269 reaction equation
[F-:1].C([N+](CCCC)(CCCC)CCCC)CCC.Cl[C:20]#[C:21][C:22]1[CH:27]=[CH:26][C:25]([C@H:28]2[CH2:33][CH2:32][C@H:31]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:30][CH2:29]2)=[CH:24][CH:23]=1>ClCCl>[F:1][C:20]#[C:21][C:22]1[CH:27]=[CH:26][C:25]([C@H:28]2[CH2:33][CH2:32][C@H:31]([CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:30][CH2:29]2)=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 178444310HCID 178444310, compound

Product 1

HCID 178444314HCID 178444314, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

110 ml of 1 molar solution of tetrabutylammonium fluoride in dichloromethane are added at 0° C. to a solution of 28.85 g (0.1 mol) of 1-(2-chloroethynyl)-4-(trans-4-pentylcyclohexyl)benzene in 150 ml of dichloromethane. The reaction mixture is boiled for 24 hours and evaporated in vacuo, and the residue is then extracted with 3×150 ml of petroleum ether (30°-50° C.). The combined petroleum ether phases are dried over magnesium sulphate and evaporated. The product is obtained from the resultant residue by chromatography using petroleum ether as eluent.

Workup

  1. customevaporated in vacuo
  2. extractionthe residue is then extracted with 3×150 ml of petroleum ether (30°-50° C.)
  3. dry with materialThe combined petroleum ether phases are dried over magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-87c0c190a8b24e52a5ee28f7a5bbd64d
Source dataset
uspto-grants-1993_02
Patent number
US05188759

Reaction notes

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