Sodium Hydroxide → HCID 67003504, compound

Participants

Reaction Conditions

Reaction Steps

A solution of NaOH (4.0 M in water, 5.0 mL, 20 mmol) was added to a solution of methyl 7-bromo-5-(trifluoromethyl)-1-benzothiophene-2-carboxylate (1.00 g, 2.95 mmol) in dioxane (11 mL). The mixture was heated at 70° C. overnight, allowed to cool to room temperature, then concentrated. The resulting light beige solid was partitioned between water (25 mL) and 1:1 hexanes:ethyl acetate (15 mL). The resulting layers were separated. The aqueous layer was adjusted to pH 2 with 2.0 M HCl (aq) then extracted four times with CH2Cl2. The combined CH2Cl2 layers were dried over Na2SO4, filtered, then concentrated. The resulting acid, a light yellow solid, was used directly for the following step. LC1: 3.58 min. Compound does not ionize.

Provenance & Evidence