Sodium borohydride → HCID 68900893, compound

HRID 1435071Notes

Reaction equation

HRID 1435071 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]#[N:17])[CH:11]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]#[N:17])[CH:11]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86621476HCID 86621476, compound

Product 1

HCID 68900893HCID 68900893, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2′-Chloro-4′-formyl-biphenyl-3-carbonitrile (I-6b: 6.0 g) was dissolved in 150 mL of methanol before sodium borohydride (3.4 g) was added gradually. After 1 hour, the reaction mixture was concentrated under reduced pressure, the resulting residue was taken up in 100 mL of ethyl acetated and washed twice with 20 mL of water. The organic phase was dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford the title compound (I-6c).

Workup

  1. additionwas added gradually
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. washwashed twice with 20 mL of water
  4. dry with materialThe organic phase was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b59c2e730a614049aaa1aafb377c8781
Source dataset
uspto-grants-2009_11
Patent number
US07615651B2

Reaction notes

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