Sodium Hydroxide → HCID 59249274, compound

HRID 1807091Notes

Reaction equation

HRID 1807091 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][C:3]=1[F:11].[Cl:12][C:13]1[C:14]([F:21])=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH:16]=O.[OH-].[Na+]>C(O)(C)C>[Cl:12][C:13]1[C:14]([F:21])=[C:15](/[CH:16]=[C:6](/[C:5]2[CH:9]=[CH:10][C:2]([Cl:1])=[C:3]([F:11])[CH:4]=2)\[C:7]#[N:8])[CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 7363353-Chloro-2-fluorobenzaldehydeHCID 38044142-(4-Chloro-3-fluorophenyl)acetonitrile

Product 1

HCID 59249274HCID 59249274, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-chloro-3-fluorobenzylcyanide (1.0 g, 5.92 mmol), 3-chloro-2-fluorobenzaldehyde (0.938 g, 5.92 mmol), 2 N NaOH (4 mL) and isopropyl alcohol were stirred at rt. The mixture was stirred for 10 min. to afford a solid ppt that was collected by filtration with multiple water washes. The solid was dried ON under reduced pressure to afford a white solid (Z)-3-(3-chloro-2-fluoro-phenyl)-2-(4-chloro-3-fluoro-phenyl)-acrylonitrile, 1.62 g, 89.3%;

Workup

  1. stirringThe mixture was stirred for 10 min.
  2. customto afford a solid ppt that
  3. filtrationwas collected by filtration with multiple water washes
  4. customThe solid was dried ON under reduced pressure

Sources & evidence

ORD record
ord-048119fefaa64b68b316b3e91077a95a
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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