Hydrochloric Acid → HCID 57506022, compound
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
Product 1
Reagents, catalysts & solvents 1
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
- customTHF was removed under the reduced pressure
- dissolutionResidue was dissolved in EtOAc (50 mL)
- washthen washed with brine (10 mL)
- dry with materialThe organic phase was dried over anhydrous sodium sulfate
- concentrationconcentrated under the reduced pressure
- customdried in vacuum
Sources & evidence
- ORD record
- ord-0775f863844649ca90bc5f08c8c246d7
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08389508B2
Reaction notes
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