2-Bromo-4-fluorobenzaldehyde → HCID 21867451, compound

HRID 857363Notes

Reaction equation

HRID 857363 reaction equation
[Br:1][C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH3:11][S-:12].[Na+]>CO>[Br:1][C:2]1[CH:9]=[C:8]([S:12][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 2

HCID 27733192-Bromo-4-fluorobenzaldehydeHCID 4378561Sodium methanethiolate

Product 1

HCID 21867451HCID 21867451, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To 2-bromo-4-fluorobenzaldehyde (150 mg, 0.74 mmol) in methanol (2 mL) was added sodium thiomethoxide (80 mg, 1.1 mmol). The reaction mixture was heated to 50° C. for 1 hour. After cooling, the mixture was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic layers were dried over Na2SO4, concentrated, and used as such.

Workup

  1. temperatureAfter cooling
  2. customthe mixture was quenched with saturated aqueous NH4Cl
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-10e6df136bbb47849d1bb1aa97afc011
Source dataset
uspto-grants-2006_12
Patent number
US07144913B2

Reaction notes

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