Sodium Bicarbonate → HCID 19807310, compound

HRID 1681255Notes

Reaction equation

HRID 1681255 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]=1C1C=CC(F)=CC=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])=[CH:29][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 19807310HCID 19807310, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.6 ml (2.6 mmol) of a 1molar 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 of 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 (silicia 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 (silicia gel 70-230 mesh, using ethyl acetate/petroleum ether 1:9) as eluent)

Sources & evidence

ORD record
ord-0b9b3aeb638d4e6ebcc06f82e4ea383a
Source dataset
uspto-grants-1992_12
Patent number
US05169857

Reaction notes

Loading…