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

Base Information

Chemical Name:3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde
CAS No.:256469-51-9
Molecular Formula:C₁₆H₂₈O₂Si
Molecular Weight:280.483
Hs Code.:

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

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

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

There total 9 articles about 3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde 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: 70.0%

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

: 256469-51-9
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; toluene; at 0 ℃; for 2h;
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

: 256469-51-9
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde

Guidance literature:: Multi-step reaction with 8 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

8: 70 percent / diisobutylaluminium hydride / toluene; diethyl ether / 2 h / 0 °C

With sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; diisobutylaluminium hydride; 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; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; 1: Substitution / 2: Substitution / 3: hydroboration / 4: Bromination / 5: Substitution / 6: dioxolan cleavage / 7: Addition / 8: Reduction;
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

: 256469-51-9
3-but-3-enyl-2,2-dimethyl-1-trimethylsilanyloxy-cyclohex-3-enecarbaldehyde

Guidance literature:: Multi-step reaction with 7 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

7: 70 percent / diisobutylaluminium hydride / toluene; diethyl ether / 2 h / 0 °C

With sodium hydroxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; carbon tetrabromide; dihydrogen peroxide; diisobutylaluminium hydride; 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; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; 1: Substitution / 2: hydroboration / 3: Bromination / 4: Substitution / 5: dioxolan cleavage / 6: Addition / 7: Reduction;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3241::AID-EJOC3241>3.0.CO;2-9