(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

Base Information

Chemical Name:(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one
CAS No.:109629-48-3
Molecular Formula:C₁₈H₃₂OSi
Molecular Weight:292.537
Hs Code.:

Synonyms:(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

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Chemical Property of (E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

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Technology Process of (E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

There total 6 articles about (E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one 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: 67.0%

: 109629-47-2
(E)-2-<(tert-butyl)dimethylsilyl>-2-<2'-(2'',6'',6''-trimethyl-2''-cyclohexenyl)vinyl>-1,3-dithiane

: 109629-48-3
(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

Guidance literature:: With thallium(III) nitrate; In tetrahydrofuran; methanol; for 0.0833333h; Ambient temperature;
DOI:10.1002/hlca.19860690612

Reference yield:

: 37384-69-3
3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-propenoic acid

: 109629-48-3
(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

2: MnO₂ / hexane

3: BF₃*Et₂O / acetic acid; CH₂Cl₂ / 1.) 0 deg C, 45 min, 2.) room temperature, 3 h

4: 1.) BuLi / 1.) THF, HMPA, hexane, 1 h, 2.) THF, room temperature, 1 h

5: 67 percent / Tl(NO₃)3*3H₂O / tetrahydrofuran; methanol / 0.08 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; thallium(III) nitrate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetic acid;
DOI:10.1002/hlca.19860690612

Reference yield:

: 127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7
alpha-ionone

: 109629-48-3
(E)-1-<(tert-butyl)dimethylsilyl>-3-(2',6',6'-trimethyl-2'-cyclohexenyl)-2-propen-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) I₂, 2.) 2N NaOH / 1.) pyridine, 100 deg C, 1 h, 2.) 100 deg C

2: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

3: MnO₂ / hexane

4: BF₃*Et₂O / acetic acid; CH₂Cl₂ / 1.) 0 deg C, 45 min, 2.) room temperature, 3 h

5: 1.) BuLi / 1.) THF, HMPA, hexane, 1 h, 2.) THF, room temperature, 1 h

6: 67 percent / Tl(NO₃)3*3H₂O / tetrahydrofuran; methanol / 0.08 h / Ambient temperature

With manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; iodine; thallium(III) nitrate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetic acid;
DOI:10.1002/hlca.19860690612