Hydrochloric Acid → (Z)-3-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-methoxy-acrylic acid

Participants

Reaction Conditions

Reaction Steps

26.14 kg (55.91 mol) potassium tert.butoxide solution in THF were metered into a mixture of 10.00 kg (44.73 mol) 4-amino-3-chloro-5-trifluoromethylbenzaldehyde (A), 9.31 kg (89.45 mol) methyl methoxyacetate (B) and 30.0 L tetrahydrofuran and the mixture was stirred for 24 hours at 20° C. Then 7.16 kg (89.45 mol) sodium hydroxide solution (50%) were metered in and the mixture was heated to 30° C. for 1 hour, before 16.31 kg (134.18 mol) hydrochloric acid (30%) and 15.0 L water were added. After the aqueous phase has been separated off, 40 L of the solvent were distilled off and the residue was combined with 25.0 L toluene, before another 40 L solvent were distilled off. The organic phase was combined with 20.0 L water and cooled to 23° C. After the addition of 10.0 L toluene the suspension was stirred for a further 30 minutes, the product was separated off and dried.

Provenance & Evidence