HCID 289468, compound → HCID 19756493, compound

HRID 1587767Notes

Reaction equation

HRID 1587767 reaction equation
[C:1]([C:3]([C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1)=[CH:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)#[N:2].[BH4-].[Na+]>CO>[C:1]([CH:3]([C:11]1[CH:12]=[CH:13][C:14]([Br:17])=[CH:15][CH:16]=1)[CH2:4][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)#[N:2]

Participants

4

Reactant 2

HCID 289468HCID 289468, compoundHCID 4311764Sodium borohydride

Product 1

HCID 19756493HCID 19756493, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The thus obtained 1-cyano-1-(4-bromophenyl)-2-(pyridin-3-yl)-ethene (m.p. 126°) is dissolved in 800 ml of CH3OH, and then 10 g of NaBH4 are added, with stirring, within 20 minutes at 20°-30°. The mixture is stirred for 12 hours at room temperature and the solvent evaporated at the water jet. The residue is suspended in 1000 ml of water, sucked off, dried and recrystallised in toluene (m.p. 111°).

Workup

  1. stirringThe mixture is stirred for 12 hours at room temperature
  2. customthe solvent evaporated at the water jet
  3. customdried
  4. customrecrystallised in toluene (m.p. 111°)

Sources & evidence

ORD record
ord-6e93f19e2adc495dbf8d5133220d84f3
Source dataset
uspto-grants-1993_06
Patent number
US05219876

Reaction notes

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