Dichloromethane → HCID 68830318, compound

HRID 1516095Notes

Reaction equation

HRID 1516095 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][O:13][Si](C(C)(C)C)(C)C)=[C:8]([S:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH2:12][OH:13])=[C:8]([S:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:27][CH:28]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 59678697HCID 59678697, compound

Product 1

HCID 68830318HCID 68830318, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 15 ml round bottom flask charged with 2-tert-butyl-4-tert-butyldimethylsilyloxymethyl-5-(4-tert-butylbenzyl)thio-3(2H)-pyridazinone (2 g, 4.2 mmol) is added tetrabutylammonium fluoride solution (1M in THF, 21 ml, 21 mmol). The mixture is first stirred at room temperature for 5 hours and to it is added dichloromethane followed by water. The layers are separated and the organic layer is washed with water and dried. The organic layer is then concentrated and subjected to purification using silica gel flash chromatography (ethyl acetate/hexanes) to obtain the above compound.

Workup

  1. customThe layers are separated
  2. washthe organic layer is washed with water
  3. customdried
  4. concentrationThe organic layer is then concentrated
  5. customsubjected to purification
  6. customto obtain the above compound

Sources & evidence

ORD record
ord-bcbdb01795634fd2b355ca9778f39e6c
Source dataset
uspto-grants-2012_07
Patent number
US08226929B2

Reaction notes

Loading…