Sodium borohydride → HCID 22918293, compound

HRID 1376720Notes

Reaction equation

HRID 1376720 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[C:9]([F:12])[CH:10]=2)[C:5](=[O:14])[CH:4]=[C:3]1C(O)=O.[BH4-].[Na+]>CO>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[C:9]([F:12])[CH:10]=2)[C:5](=[O:14])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 57074874HCID 57074874, compound

Product 1

HCID 22918293HCID 22918293, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

1-Methyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline carboxylic acid(7 g) was added to methyl alcohol(800 ml), and stirred at 0° C. After sodium borohydride(4.3 g) and p-toluene sulfonic acid(cat.amount) were added thereto, the reaction mixture was refuluxed for an hour, and the organic solvent was removed under reduced pressure. To the residue was added chloroform(500 ml), and it was washed twice with water (200 ml). The separated organic layer was dehydrated, and concentrated. The residue was solidified with pet. ether, and dried to give the bright-yellow-above-indicated compound(3.6 g).

Workup

  1. waitthe reaction mixture was refuluxed for an hour
  2. customthe organic solvent was removed under reduced pressure
  3. additionTo the residue was added chloroform(500 ml), and it
  4. washwas washed twice with water (200 ml)
  5. concentrationconcentrated
  6. customdried

Sources & evidence

ORD record
ord-8bca7216905d437b8c71b8496913592f
Source dataset
uspto-grants-1997_09
Patent number
US05663331

Reaction notes

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