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ChemicalBook CAS DataBase List Terbinafine Hydrochloride
78628-80-5

Terbinafine Hydrochloride synthesis

8synthesis methods
Terbinafine is produced from olefin metathesis of 1,3-dichloropropene and neohexene followed by reaction with N-methyl-1-naphthalenemethanamine.
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Yield:78628-80-5 93%

Reaction Conditions:

Stage #1: N-methyl-1-naphthalenemethylamine;1-chloro-6,6-dimethyl-hept-2-ene-4-ynwith potassium carbonate in water at 80; for 4 h;Large scale;
Stage #2: with hydrogenchloride in water at 0 - 10;Large scale;

Steps:

1.1; 1.2; 2.1; 2.2; 3.1; 3.2 Step 1 (synthesis of crude terbinafine hydrochloride):

Add 62.62L of purified water to a 200L reactor, potassium carbonate (20.36Kg, 146.49mol), stir and dissolve, add N-methylnaphthylmethylamine (25.05Kg, 146.49mol), and then add 1-chloro-6,6- Dimethyl-2-heptene-4-yne (22.85Kg, 146.49mol), heated to 80 ° C and reacted, after 4 hours, cooled to room temperature, extracted by adding 125L of ethyl acetate, and separated off the ethyl acetate phase and cooled to 0 At -10 ° C, a 6N aqueous hydrochloric acid solution was added dropwise, the pH was adjusted to 1, stirred for 1-2h, filtered, and the filter cake was dried under vacuum at 70 ° C for 4h to obtain crude terbinafine hydrochloride (44.07Kg, yield: 92%);Step 2 (purification of crude terbinafine hydrochloride):To the 800L reactor, add crude terbinafine hydrochloride (44.07Kg, 134.77mol), 528.84L of purified water, heat to reflux and dissolve. After cooling to room temperature, cool to 0-10 ° C in an ice bath, stir for 1h, and filter The filter cake was dried under vacuum at 70 ° C for 3 h to obtain a finished terbinafine hydrochloride product (40.98 Kg, purity: 99.981%, yield: 93%).

References:

CN110423200,2019,A Location in patent:Paragraph 0023-0037

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