Sodium borohydride → HCID 23330426, compound

HRID 630071Notes

Reaction equation

HRID 630071 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH3:17])[CH2:12][CH2:11]2)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH2:15]2)[CH:7]=[CH:6][C:3]=1[CH2:4][OH:5]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 595894762-Chloro-4-(4-ethylpiperazin-1-yl)benzaldehyde

Product 1

HCID 23330426HCID 23330426, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

The crude 2-chloro-4-(4-ethylpiperazin-1-yl)benzaldehyde was dissolved in anhydrous ethanol (20 mL). The solution was cooled to 0° C. under nitrogen, and NaBH4 (1.52 g, 40 mmol) was added in one portion. The mixture was stirred at room temperature for 2 hours and quenched by addition of water (5 mL). Na2SO4 (20 g) was then added. After 10 minutes, the mixture was filtered. The filtrate was evaporated to provide [2-chloro-4-(4-ethylpiperazin-1-yl)phenyl]methanol.

Workup

  1. customquenched by addition of water (5 mL)
  2. additionNa2SO4 (20 g) was then added
  3. waitAfter 10 minutes
  4. filtrationthe mixture was filtered
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-c0f795536cbe41fda8850464c5e1e2be
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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