Ammonium Chloride → HCID 66797977, compound

HRID 1045388Notes

Reaction equation

HRID 1045388 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][O:12][C:11]2[CH:15]=[CH:16][C:17](B(O)O)=[CH:18][C:10]=2[S:9]1(=[O:23])=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2].B1([O-])O[O:25]1.O.O.O.O.[Na+].[NH4+].[Cl-]>C1COCC1.O>[OH:25][C:17]1[CH:16]=[CH:15][C:11]2[O:12][CH2:13][CH2:14][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[S:9](=[O:23])(=[O:22])[C:10]=2[CH:18]=1

Participants

6

Reactant 3

HCID 25517Ammonium ChlorideHCID 23693097Sodium;3-oxidodioxaborirane;tetrahydrateHCID 66797546HCID 66797546, compound

Product 1

HCID 66797977HCID 66797977, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 4.7 g (13.69 mmol) of the product of Step G of Example 1 in a mixture of 90 ml of THF and 90 ml of water is stirred at ambient temperature in the presence of 5.27 g (34 mmol) of sodium perborate tetrahydrate overnight. The reaction mixture is diluted by adding saturated aqueous NH4Cl solution and is then extracted with CH2Cl2. The organic phases are combined, washed (saturated NaCl), dried (MgSO4) and evaporated using a rotary evaporator. The residue from evaporation is taken up and triturated in heptane in the presence of a few drops of isopropyl ether; a precipitate is formed which is filtered off to yield the expected product.

Workup

  1. additionThe reaction mixture is diluted
  2. extractionis then extracted with CH2Cl2
  3. washwashed (saturated NaCl)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customa rotary evaporator
  7. customThe residue from evaporation
  8. customtriturated in heptane in the presence of a few drops of isopropyl ether
  9. customa precipitate is formed which
  10. filtrationis filtered off

Sources & evidence

ORD record
ord-03f417b17ad74b409145ecb90f61334a
Source dataset
uspto-grants-2013_10
Patent number
US08569285B2

Reaction notes

Loading…