Sodium borohydride → HCID 12318384, compound

HRID 267764Notes

Reaction equation

HRID 267764 reaction equation
[CH3:1][C:2]([C:4]1[C:5]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:6][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][CH:9]=1)=[O:3].[BH4-].[Na+]>CO>[CH3:1][CH:2]([C:4]1[C:5]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:6][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][CH:9]=1)[OH:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 123183821-(2,4-Diphenylpyrimidin-5-yl)ethan-1-one

Product 1

HCID 12318384HCID 12318384, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 41.1 g (0.15 mole) of 2,4-diphenyl-5-pyrimidyl methyl ketone in 500 ml methanol stirred at 5°-10° was added over 20 minutes 11.4 g (0.30 mole) sodium borohydride. The resulting solution was stirred at 5°-10° for 30 minutes and then stirred at ambient temperatures for 2 hours. The solvents were removed in vacuo and the residue was partitioned between 500 ml CHCl3 and 500 ml water. The aqueous layer was extracted with two 500 ml portions of CHCl3. The combined CHCl3 extracts were washed with 250 ml water, dried (MgSO4), and concentrated to dryness in vacuo.

Workup

  1. stirringThe resulting solution was stirred at 5°-10° for 30 minutes
  2. stirringstirred at ambient temperatures for 2 hours
  3. customThe solvents were removed in vacuo
  4. customthe residue was partitioned between 500 ml CHCl3 and 500 ml water
  5. extractionThe aqueous layer was extracted with two 500 ml portions of CHCl3
  6. washThe combined CHCl3 extracts were washed with 250 ml water
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-9d7401ac6232480389799d2277e21528
Source dataset
uspto-grants-1976_03
Patent number
US03944581

Reaction notes

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