3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

Base Information

Chemical Name:3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile
CAS No.:256469-50-8
Molecular Formula:C₁₆H₂₇NOSi
Molecular Weight:277.482
Hs Code.:

Synonyms:3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

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Chemical Property of 3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

Chemical Property:

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Technology Process of 3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

There total 8 articles about 3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile 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: 85.0%

: 7677-24-9
trimethylsilyl cyanide

: 256469-49-5
3-but-3-enyl-2,2-dimethyl-cyclohex-3-enone

: 256469-50-8
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

Guidance literature:: With zinc(II) iodide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3241::AID-EJOC3241>3.0.CO;2-9

Reference yield:

: 14782-52-6
ethylene glycole monoacetal of 2,2-dimethylcyclohexane-1,3-dione

: 256469-50-8
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / LiHMDS / tetrahydrofuran / 3 h / 0 °C

2: 95 percent / LiCl; DBU / Pd(PPh₃)4 / tetrahydrofuran / 20 °C / Heating

3: 100 percent / 9-BBN; H₂O₂; NaOH / tetrahydrofuran; ethanol / 3 h / Heating

4: 100 percent / CBr₄; PPh₃ / CH₂Cl₂ / 1 h / 0 °C

5: 95 percent / CuI / tetrahydrofuran / 1 h / 0 - 20 °C

6: 100 percent / p-TsOH / acetone; H₂O / 5 h / Heating

7: 85 percent / ZnI₂ / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium chloride; zinc(II) iodide; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 1: Substitution / 2: Substitution / 3: hydroboration / 4: Bromination / 5: Substitution / 6: dioxolan cleavage / 7: Addition;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3241::AID-EJOC3241>3.0.CO;2-9

Reference yield:

: 256469-23-5
6,6-dimethyl-1,4-dioxaspiro[4.5]dec-7-en-7-yl trifluoromethanesulfonate

: 256469-50-8
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / LiCl; DBU / Pd(PPh₃)4 / tetrahydrofuran / 20 °C / Heating

2: 100 percent / 9-BBN; H₂O₂; NaOH / tetrahydrofuran; ethanol / 3 h / Heating

3: 100 percent / CBr₄; PPh₃ / CH₂Cl₂ / 1 h / 0 °C

4: 95 percent / CuI / tetrahydrofuran / 1 h / 0 - 20 °C

5: 100 percent / p-TsOH / acetone; H₂O / 5 h / Heating

6: 85 percent / ZnI₂ / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium chloride; zinc(II) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 1: Substitution / 2: hydroboration / 3: Bromination / 4: Substitution / 5: dioxolan cleavage / 6: Addition;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3241::AID-EJOC3241>3.0.CO;2-9