Dicyclohexylcarbodiimide → HCID 72739626, compound

HRID 1608366Notes

Reaction equation

HRID 1608366 reaction equation
[CH2:1]([Sn:5]([CH2:30][CH2:31][CH2:32][CH3:33])([CH2:26][CH2:27][CH2:28][CH3:29])[CH:6]=[CH:7][CH2:8][CH2:9][C:10]([O:12][Sn](CCCC)(CCCC)CCCC)=[O:11])[CH2:2][CH2:3][CH3:4].C1(N=C=NC2CCCCC2)CCCCC1.[F:49][C:50]1[C:55]([F:56])=[CH:54][C:53]([F:57])=[C:52]([F:58])[C:51]=1O>C1COCC1>[CH2:30]([Sn:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:26][CH2:27][CH2:28][CH3:29])[CH:6]=[CH:7][CH2:8][CH2:9][C:10]([O:12][C:51]1[C:50]([F:49])=[C:55]([F:56])[CH:54]=[C:53]([F:57])[C:52]=1[F:58])=[O:11])[CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 698582,3,5,6-TetrafluorophenolHCID 73653327HCID 73653327, compound

Product 1

HCID 72739626HCID 72739626, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tri-n-butylstannyl 5-(tri-n-butylstannyl)-4-pentenoate acid (1.0 equiv.) in anhydrous THF at room temperature is added dicyclohexyl carbodiimide (1.2 equiv) (Aldrich) and 2,3,5,6-tetrafluorophenol (1.2 equiv) (Aldrich). The resulting solution is stirred overnight. The mixture is filtered, the filtrate is concentrated, and the residue is chromatographed to provide 2,3,5,6-tetrafluorophenyl 5-(tri-n-butylstannyl)-4-pentenoate.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customthe residue is chromatographed

Sources & evidence

ORD record
ord-14ccba44b75b48618d2bf8cbad8370f3
Source dataset
uspto-grants-1989_09
Patent number
US04870188

Reaction notes

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