1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

Base Information

Chemical Name:1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol
CAS No.:429674-88-4
Molecular Formula:C₂₁H₃₀OSi
Molecular Weight:326.554
Hs Code.:

Synonyms:1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

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Chemical Property of 1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

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Technology Process of 1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

There total 10 articles about 1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol 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: 18.0%

: 1-(2-bromophenyl)-12-trimethylsilyl-dodec-10-en-4-yn-3-ol

: 1-[2-Vinyl-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

: 429674-88-4
1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

: (R)-1-[(R)-2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(Z)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

Guidance literature:: With tetra-n-propylammonium bromide; potassium acetate; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 17h;
DOI:10.1002/1521-3765(20020118)8:2<401::AID-CHEM401>3.0.CO;2-C

Reference yield:

: 1720-37-2
2-(hex-5-yn-1-yloxy)tetrahydro-2H-pyran

: 429674-88-4
1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran

1.2: tetrahydrofuran / 20 h / -60 - 60 °C

2.1: H₂SO₄ / methanol / 20 h / 20 °C

3.1: H₂ / P-2 Ni / ethanol / 4 h / 20 °C

4.1: PPh₃; imidazole; I₂ / acetonitrile / 1.5 h / 0 - 20 °C

5.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

5.2: hexane; tetrahydrofuran / 20 h / 50 °C

6.1: 20.40 g / K₂CO₃ / methanol / 20 h / 20 °C

7.1: n-BuLi / hexane; tetrahydrofuran / -78 °C

7.2: 85 percent / LiBr / hexane; tetrahydrofuran / 0.17 h / -78 °C

8.1: Ph₃P; AcOK; Pr₄NBr / Pd(OAc)2 / dimethylformamide / 17 h / 100 °C

With 1H-imidazole; n-butyllithium; sulfuric acid; tetra-n-propylammonium bromide; hydrogen; iodine; potassium acetate; potassium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide; acetonitrile; 8.1: intramolecular Heck reaction;
DOI:10.1002/1521-3765(20020118)8:2<401::AID-CHEM401>3.0.CO;2-C

Reference yield:

: 583-55-1
1-Bromo-2-iodobenzene

: 429674-88-4
1-[2-((E)-2-Trimethylsilanyl-vinyl)-cyclohex-(E)-ylidene]-1,2,3,4-tetrahydro-naphthalen-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / NaHCO₃; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 50 - 60 °C

2.1: n-BuLi / hexane; tetrahydrofuran / -78 °C

2.2: 85 percent / LiBr / hexane; tetrahydrofuran / 0.17 h / -78 °C

3.1: Ph₃P; AcOK; Pr₄NBr / Pd(OAc)2 / dimethylformamide / 17 h / 100 °C

With n-butyllithium; tetra-n-propylammonium bromide; tetrabutyl-ammonium chloride; potassium acetate; sodium hydrogencarbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Heck reaction / 3.1: intramolecular Heck reaction;
DOI:10.1002/1521-3765(20020118)8:2<401::AID-CHEM401>3.0.CO;2-C