Hydrochloric Acid → 4-Ethoxybenzyl alcohol
Reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)[CH3:2].[BH4-].[Na+].Cl>C(O)C>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][C:7]([CH2:8][OH:9])=[CH:6][CH:5]=1)[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Mix 4-ethoxybenzaldehyde (3.3 g, 22 mmol), sodium borohydride (830 mg, 22 mmol) and absolute ethanol (25 mL). Stir at room temperature until the reaction is complete, pour onto dilute hydrochloric acid and extract into ethyl acetate. Separate the organic phase and extract the aqueous phase with ethyl acetate (2×). Combine the organic phases and dry (MgSO4). Evaporate the solvent in vacuo and purify by silica gel chromatography to give 4-ethoxybenzyl alcohol.
Workup
- extractionextract into ethyl acetate
- customSeparate the organic phase
- extractionextract the aqueous phase with ethyl acetate (2×)
- dry with materialCombine the organic phases and dry (MgSO4)
- customEvaporate the solvent in vacuo
- custompurify by silica gel chromatography
Sources & evidence
- ORD record
- ord-ebb9a025acde4ca7b55929f332170217
- Source dataset
- uspto-grants-1993_09
- Patent number
- US05248825
Reaction notes
Loading…