Hydrochloric Acid → HCID 57506022, compound

HRID 1942713Notes

Reaction equation

HRID 1942713 reaction equation
[Br:1][C:2]1[C:3]([CH2:14][CH3:15])=[C:4]([CH:8]([OH:13])S([O-])(=O)=O)[CH:5]=[CH:6][CH:7]=1.Cl>C1COCC1>[Br:1][C:2]1[C:3]([CH2:14][CH3:15])=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH:8]=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86659011HCID 86659011, compound

Product 1

HCID 57506022HCID 57506022, compoundYield 81.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (3-bromo-2-ethylphenyl)(hydroxy)methanesulfonate (5.26 g, 16.59 mmol) in THF (25 mL) was added HCl (16.59 mL, 49.8 mmol). The mixture was stirred for an hour at rt. THF was removed under the reduced pressure. Residue was dissolved in EtOAc (50 mL) then washed with brine (10 mL). The organic phase was dried over anhydrous sodium sulfate, concentrated under the reduced pressure and dried in vacuum to give 3-bromo-2-ethylbenzaldehyde (2.89 g) as pale yellow oil.

Workup

  1. customTHF was removed under the reduced pressure
  2. dissolutionResidue was dissolved in EtOAc (50 mL)
  3. washthen washed with brine (10 mL)
  4. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under the reduced pressure
  6. customdried in vacuum

Sources & evidence

ORD record
ord-0775f863844649ca90bc5f08c8c246d7
Source dataset
uspto-grants-2013_03
Patent number
US08389508B2

Reaction notes

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