Triethylamine → HCID 86642841, compound

HRID 1667779Notes

Reaction equation

HRID 1667779 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].C(N(CC)CC)C.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][S:19]([CH3:18])(=[O:21])=[O:20])=[C:6]([CH:7]=[O:8])[CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 27373285-Fluorosalicylaldehyde

Product 1

HCID 86642841HCID 86642841, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 0.500 g (3.57 mmole) of 5-fluoro-2-hydroxy-benzaldehyde, 0.694 g (6.4 mmole) of triethylamine, and 5 mL of dichloromethane at 0 degrees was added dropwise, 0.444 g (3.90 mmole) of methanesulfonyl chloride. Stirring was continued for 15 minutes. The mixture was diluted with 30 mL of dichloromethane and washed with 20 mL of saturated ammonium chloride solution, 20 mL of water, 20 mL of brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 0.760 g of methanesulfonic acid 4-fluoro-2-formyl-phenyl ester as a yellow oil.

Workup

  1. additionwas added dropwise
  2. washwashed with 20 mL of saturated ammonium chloride solution, 20 mL of water, 20 mL of brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fb6d82d3f88f4144a33546b137db7904
Source dataset
uspto-grants-2011_10
Patent number
US08044213B2

Reaction notes

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