Potassium Carbonate → HCID 5020942, compound

Participants

Reaction Conditions

Reaction Steps

Cool to 4° C. phosphorous oxychloride (2.34 mL, 26.0 mmol) in a 100 mL flask. To this, add 5 mL of DMF and stir mixture for 5 min. Remove the flask from the cooling bath and heat at 75° C. Add (4-bromophenyl)acetic acid (2.00 g, 9.30 mmol) in one portion with an additional 5 mL of DMF and stir the mixture at 75° C. under Ar for 16 h. Pour the mixture into ice and neutralize by slow addition of K2CO3. Heat the solution at 75° C. and make strongly basic by the addition of 50% aq. NaOH resulting in an oil. Extract the oil from the aq. phase with 2×70 mL of CH2Cl2, dry with MgSO4, filter and concentrate to give 2.10 g, 99% of 2-(4-bromo-phenyl)-3-hydroxy-propenal.

Provenance & Evidence