Sodium Bicarbonate → HCID 20081799, compound

HRID 1609558Notes

Reaction equation

HRID 1609558 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C([CH:23]([O:52][SiH](C)C)[C:24]1[C:25]([CH:49]([CH3:51])[CH3:50])=[N:26][C:27]([CH:46]([CH3:48])[CH3:47])=[C:28]([CH2:37][O:38][C:39](=[O:45])[C:40]([CH3:44])([CH3:43])[CH2:41][CH3:42])[C:29]=1[C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)(C)(C)C.C(=O)([O-])O.[Na+]>O1CCCC1>[CH:46]([C:27]1[C:28]([CH2:37][O:38][C:39](=[O:45])[C:40]([CH3:43])([CH3:44])[CH2:41][CH3:42])=[C:29]([C:30]2[CH:31]=[CH:32][C:33]([F:36])=[CH:34][CH:35]=2)[C:24]([CH2:23][OH:52])=[C:25]([CH:49]([CH3:50])[CH3:51])[N:26]=1)([CH3:48])[CH3:47]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 2724141Tetrabutylammonium FluorideHCID 137329529HCID 137329529, compound

Product 1

HCID 20081799HCID 20081799, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.6 ml (2.6 mmol) of a 1 molar tetrabutylammonium fluoride solution in tetrahydrofuran are added to 1.3 g (2.6 mmol) of the compound from Example 65 dissolved in 20 ml of absolute tetrahydrofuran and the mixture is stirred for 1 hour at room temperature. Saturated sodium hydrogen carbonate solution is added to the mixture and it is extracted several times using dichloromethane. The organic phase is dried over magnesium sulphate and concentrated in vacuo, and the residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 1:9) as eluent).

Workup

  1. extractionis extracted several times
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. concentrationconcentrated in vacuo
  4. customthe residue is chromatographed on a column (silica gel 70-230 mesh, using ethyl acetate/petroleum ether 1:9) as eluent)

Sources & evidence

ORD record
ord-c5856887fbf34eea9e96f7831e7c26ea
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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