2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

Base Information

Chemical Name:2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile
CAS No.:1093378-97-2
Molecular Formula:C₂₀H₂₂N₂OS
Molecular Weight:338.473
Hs Code.:

Synonyms:2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

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Chemical Property of 2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

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Technology Process of 2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

There total 5 articles about 2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 1093378-99-4
1-benzyl-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-ol

: 16640-68-9
cyanomethylene triphenylphosphorane

: 1093378-97-2
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

Guidance literature:: With caesium carbonate; In tetrahydrofuran; for 3.5h; Reflux;
DOI:10.1021/jm300302p

Reference yield:

: (E/Z)-3-bromo-2-(2-methoxyvinyl)thiophene

: 1093378-97-2
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / methanol / 24 h / Heating / reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.28 - 0.3 h / -84 °C

2.2: 3 h / -84 - 20 °C

3.1: toluene-4-sulfonic acid; trimethyl orthoformate / methanol / 24 h / 20 °C

4.1: hydrogenchloride / water; acetonitrile / 1 h / Heating / reflux

4.2: pH > 9

5.1: caesium carbonate / tetrahydrofuran / 3.5 h / Heating / reflux

With hydrogenchloride; n-butyllithium; caesium carbonate; toluene-4-sulfonic acid; trimethyl orthoformate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; water; acetonitrile;

Reference yield:

: 1070709-12-4
1-benzyl-6'-methoxy-6',7'-dihydrospiro[piperidine-4,4'-thieno[3,2-c]pyran]

: 1093378-97-2
2-(1-benzyl-6',7'-dihyrospiro[piperidine-4,4'-thieno[3,2-c]pyran]-6'-yl)acetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / water; acetonitrile / 1 h / Reflux

2: caesium carbonate / tetrahydrofuran / 3.5 h / Reflux

With hydrogenchloride; caesium carbonate; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jm300302p