Invention Grant
- Patent Title: Preparation of racemic nicotine by reaction of ethyl nicotinate with N-vinylpyrrolidone in the presence of an alcoholate base and subsequent process steps
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Application No.: US16957006Application Date: 2018-12-18
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Publication No.: US11091458B2Publication Date: 2021-08-17
- Inventor: Beat Theodor Weber , Christian Lothschütz , Ben Pan
- Applicant: SIEGFRIED AG , CONTRAF-NICOTEX-TOBACCO GMBH
- Applicant Address: CH Zofingen; DE Heilbronn
- Assignee: SIEGFRIED AG,CONTRAF-NICOTEX-TOBACCO GMBH
- Current Assignee: SIEGFRIED AG,CONTRAF-NICOTEX-TOBACCO GMBH
- Current Assignee Address: CH Zofingen; DE Heilbronn
- Agency: Jenkins, Wilson, Taylor & Hunt, P.A.
- Priority: EP17210187 20171222
- International Application: PCT/EP2018/085437 WO 20181218
- International Announcement: WO2019/121644 WO 20190627
- Main IPC: C07D401/04
- IPC: C07D401/04
Abstract:
The present invention relates to a method of preparing racemic nicotine comprising: (i) reacting ethyl nicotinate and N-vinylpyrrolidone in the presence of an alcoholate base to 3-nicotinoyl-1-vinylpyrrolidin-2-one; (ii) reacting the 3-nicotinoyl-1-vinylpyrrolidin-2-one with an acid to myosmine; (iii) reducing the myosmine to nornicotine using a reducing agent; and (iv) methylating the nornicotine to obtain the racemic nicotine.
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