HCID 2764566, compound → HCID 18667497, compound

HRID 1059950Notes

Reaction equation

HRID 1059950 reaction equation
[CH:1]([C:3]1[C:4]([C:9]2[CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:13][CH:14]=2)=[N:5][CH:6]=[CH:7][CH:8]=1)=[O:2].[BH4-].[Na+]>C(O)C.ClCCl>[OH:2][CH2:1][C:3]1[C:4]([C:9]2[CH:10]=[C:11]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:13][CH:14]=2)=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 2764566HCID 2764566, compoundHCID 4311764Sodium borohydride

Product 1

HCID 18667497HCID 18667497, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 3-(3-formylpyridin-2-yl)nitrobenzene (0.6 g) in ethanol (20 ml) was added sodium borohydride (40 mg), and the mixture was stirred for 5 minutes. The mixture was diluted with dichloromethane and washed with water. The separated aqueous layer was extracted with dichloromethane. The combined organic extract was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure to give 3-(3-hydroxymethylpyridin-2-yl)nitrobenzene (606 mg).

Workup

  1. washwashed with water
  2. extractionThe separated aqueous layer was extracted with dichloromethane
  3. extractionThe combined organic extract
  4. washwas washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-702f024a0a944501bc9b8af7babbe127
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

Loading…