Sodium borohydride → HCID 58941273, compound

HRID 747598Notes

Reaction equation

HRID 747598 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH3:22])[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:11])=[O:10])=[C:4]([C:23](=[O:31])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[CH:3]=1.[BH4-].[Na+]>C(O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH3:22])[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:11])=[O:10])=[C:4]([CH:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[OH:31])[CH:3]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 68568092HCID 68568092, compound

Product 1

HCID 58941273HCID 58941273, compoundYield 43.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 0.152 g of the compound obtained in Example 5.1 dissolved in 5 ml of ethanol is added 0.036 g of sodium borohydride and the mixture is left for 18 hours at room temperature. The reaction medium is taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated. The residue is taken up in a minimum amount of ethyl acetate and the precipitate formed is filtered off and dried to give 0.067 g of the expected product.

Workup

  1. washwashed with water
  2. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. customdried

Sources & evidence

ORD record
ord-09d1dc92641d4526b18f2ad960bd7b8d
Source dataset
uspto-grants-2008_07
Patent number
US07396958B2

Reaction notes

Loading…