Nitromethane → HCID 118342964, compound

HRID 2202662Notes

Reaction equation

HRID 2202662 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]=[O:5].C([O-])([O-])=O.[K+].[K+].[N+:18]([CH3:21])([O-:20])=[O:19]>>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([Cl:11])[C:3]=1[CH:4]([OH:5])[CH2:21][N+:18]([O-:20])=[O:19]

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 11430Potassium CarbonateHCID 534406032,6-Dichloro-4-fluorobenzaldehyde

Product 1

HCID 118342964HCID 118342964, compound

Procedure

A mixture of 2,6-dichloro-4-fluorobenzaldehyde (10.0 g, 51.8 mmol), nitromethane (2 mL) and K2CO3 (3.57 g, 25.9 mmol) was stirred at room temperature for 2 h. The reaction mixture was quenched with water and extracted with EtOAc (2×100 mL). The combined organic layers were washed with water (2×50 mL) and brine (20 mL), dried over anhydrous Na2SO4, and concentrated under reduced pressure to provide compound A31-1 (26.0 g, crude) as yellow gum. The crude product was used in the next step without purification.

Workup

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with EtOAc (2×100 mL)
  3. washThe combined organic layers were washed with water (2×50 mL) and brine (20 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto provide compound A31-1 (26.0 g, crude) as yellow gum
  7. customThe crude product was used in the next step without purification

Sources & evidence

ORD record
ord-760192cd8b824e5e9b7050413aff6dc5
Source dataset
uspto-grants-2016_06
Patent number
US09365522B2

Reaction notes

Loading…