ChemicalBook CAS DataBase List Levonorgestrel

Levonorgestrel synthesis

10synthesis methods

Product Name:Levonorgestrel
CAS Number:797-63-7
Molecular formula:C21H28O2
Molecular Weight:312.45

13-ethyl-3-methoxy-18,19-dinor-17alpha-pregna-2,5(10)-dien-20-yn-17-ol

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Yield:797-63-7 84.6%

Reaction Conditions:

with sulfuric acid;water in tetrahydrofuran at 65 - 68;

Steps:

Example 2 Preparation of Levonorgestrel (3)

A solution of 10 g of dienol ether (2) in 120 ml of tetrahydrofuran was treated with 45 ml of 20% v/v sulphuric acid solution.
The mixture was stirred at 65-68° C. for 1-2 hours.
After completion of reaction, the reaction mass was cooled to 20-30° C. and 50 ml of DM water was added.
The solid precipitated was filtered and slurried in 50 ml of water.
23% aqueous ammonia solution was added till pH of the mixture was 7 to 8.
The mixture was stirred, filtered and the wet cake was washed with water and suck dried under vacuum to obtain white solid.

References:

US2013/324748,2013,A1 Location in patent:Paragraph 0048

14507-49-4 Synthesis