Sodium Hydroxide → 3,4-Diaminophenol

Participants

Reaction Conditions

Reaction Steps

3,4-Diamino-phenol sodium salt. To a 200-mL, round-bottomed flask containing a solution of 1,2-diamino-4-methoxy-benzene (0.50 g, 3.6 mmol, Avocado) in CH2Cl2 (5 mL) was added dropwise a solution of BBr3 in CH2Cl2 (15 mL, 15 mmol, 1.0 M, Aldrich) with stirring at −30° C. under N2. The mixture was stirred at room temperature for 5 h and quenched with ice water (25 mL) by cooling with and ice bath. The mixture was basified to pH 9 with 1 N NaOH and extracted with water (2×8 mL). The combined aq. extracts containing the title compound were used directly in the next reaction. A small portion of the aq. solution was neutralized with 1 N NaOH to give an analytical sample of 3,4-diamino-phenol. MS (ESI, pos. ion) m/z: 125 (M+1).

Provenance & Evidence