Hydrochloric Acid → (4-Bromo-benzyloxy)-acetaldehyde
Reaction equation
Cl.[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][O:10][CH2:11][CH:12](OCC)[O:13]CC)=[CH:5][CH:4]=1>C(OCC)C.[Cl-].[Na+].O>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][O:10][CH2:11][CH:12]=[O:13])=[CH:7][CH:8]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
5 N HCl (20 mL) is added to a stirred solution of 1-bromo 4-(2,2-diethoxy-ethoxymethyl)-benzene (1.86 g, 6.13 mmol) in diethyl ether (20 mL) at ambient temperature. The resultant two-layered mixture is stirred vigorously under nitrogen for 16 hours. Diethyl ether (30 mL) and brine (20 mL) are added to the mixture. The organic layer is separated, washed with half-saturated brine, dried, filter and concentrated into a ˜50 mL solution (35 mg/mL). 1H NMR (CDCl3): δ9.72 (s, 1H), 7.49 (d, J=7.49 Hz, 2H), 7.24 (d, J=7.9 Hz, 2H), 4.57 (s, 2H), 4.11 (s, 2H).