Sodium borohydride → HCID 21708722, compound

HRID 651485Notes

Reaction equation

HRID 651485 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([S:11]([NH2:14])(=[O:13])=[O:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[BH4-].[Na+]>CO>[OH:1][CH:2]1[C:10]2[C:5](=[CH:6][C:7]([S:11]([NH2:14])(=[O:12])=[O:13])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 14815962HCID 14815962, compound

Product 1

HCID 21708722HCID 21708722, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 1-keto-5-indanesulfonamide (6.3 g, 30 mmol), in 120 ml of 50% aqueous methanol at 0° C. was added NaBH4 (1.1 g, 30 mmol) in several portions. The cooling bath was removed and the mixture allowed to stir at room temperature for 30 minutes. After removal of the methanol in vacuo, the residue was extracted with ethyl acetate (4×75 ml) and the combined organic phase dried (Na2SO4). Filtration, followed by evaporation of the solvent, gave 5.4 g (84%) of product as a white solid.

Workup

  1. customThe cooling bath was removed
  2. customAfter removal of the methanol in vacuo
  3. extractionthe residue was extracted with ethyl acetate (4×75 ml)
  4. dry with materialthe combined organic phase dried (Na2SO4)
  5. filtrationFiltration
  6. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-f4887930eb56426c921cbf81424d9dd8
Source dataset
uspto-grants-2001_08
Patent number
US06281240B1

Reaction notes

Loading…