Reactions of Carboxylic Acids

When a nucleophile attacks a carbonyl group to form a tetrahedral intermediate, the carbonylgroup will always be re-formed, if possible, but H- and C - are generally not expelled as leaving groups.
Chloride is more stable than methoxide and is therefore a better leaving group, so the carbonyl will likely re-form to expel the chloride ion

In acidic conditions, avoid formation of a strong base. In basic conditions, such as hydroxide or methoxide, avoid formation of a strong acid

When a nucleophile attacks a carbonyl group to form a tetrahedral intermediate, the carbonylgroup will always be re-formed, if possible, but H- and C - are generally not expelled as leaving groups.
Chloride is more stable than methoxide and is therefore a better leaving group, so the carbonyl will likely re-form to expel the chloride ion

In acidic conditions, avoid formation of a strong base. In basic conditions, such as hydroxide or methoxide, avoid formation of a strong acid

When a nucleophile attacks a carbonyl group to form a tetrahedral intermediate, the carbonylgroup will always be re-formed, if possible, but H- and C - are generally not expelled as leaving groups.
Chloride is more stable than methoxide and is therefore a better leaving group, so the carbonyl will likely re-form to expel the chloride ion

In acidic conditions, avoid formation of a strong base. In basic conditions, such as hydroxide or methoxide, avoid formation of a strong acid