3-Hydroxybenzaldehyde → HCID 13487153, compound

HRID 2221539Notes

Reaction equation

HRID 2221539 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>C(OCC)(=O)C>[CH3:17][S:18]([O:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:4]([CH:5]=[O:6])[CH:3]=1)(=[O:20])=[O:19]

Participants

5

Reactant 3

HCID 1013-HydroxybenzaldehydeHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Product 1

HCID 13487153HCID 13487153, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 3-hydroxybenzaldehyde (25.31 g), triethylamine (23.07 g) and ethyl acetate (500 mL) was added methanesulfonyl chloride (26.12 g) at 0° C. The mixture was stirred at room temperature for 15 hrs. The reaction mixture was washed successively with water, 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 3-formylphenyl methanesulfonate as a pale-yellow oil (41.40 g, yield 100%).

Workup

  1. washThe reaction mixture was washed successively with water, 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-18dd28b81a3c48499fa662798ce99008
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

Loading…