4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol

Base Information

• Chemical Name: 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol
• CAS No.: 199740-40-4
• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.473
• Mol file: 199740-40-4.mol

Synonyms:

Chemical Property of 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol

There total 9 articles about 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol 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:

2-Cyclohepten-1-one (1121-66-0) → 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol (199740-40-4)

Guidance literature:

Multi-step reaction with 9 steps

1: NBS, benzoyl peroxide / CCl₄

2: Aliquat 336 / H₂O

3: H₂ / Pd/C / CH₂Cl₂; acetic acid

4: NaH / tetrahydrofuran

5: aq. K₂CO₃ / methanol

6: imidazole / dimethylformamide

7: DIBAL-H / CH₂Cl₂

8: tert-BuOK / tetrahydrofuran

9: TBAF / tetrahydrofuran

With 1H-imidazole; N-Bromosuccinimide; Perbenzoic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; Aliquat 336; sodium hydride; diisobutylaluminium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/anie.199720891

Reference yield:

4-acetoxy-2-cycloheptenone (74982-28-8) → 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol (199740-40-4)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / Pd/C / CH₂Cl₂; acetic acid

2: NaH / tetrahydrofuran

3: aq. K₂CO₃ / methanol

4: imidazole / dimethylformamide

5: DIBAL-H / CH₂Cl₂

6: tert-BuOK / tetrahydrofuran

7: TBAF / tetrahydrofuran

With 1H-imidazole; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/anie.199720891

Reference yield:

4-bromocyclohept-2-enone (201935-46-8) → 4-[(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-prop-2-en-(E)-ylidene]-cycloheptanol (199740-40-4)

Guidance literature:

Multi-step reaction with 8 steps

1: Aliquat 336 / H₂O

2: H₂ / Pd/C / CH₂Cl₂; acetic acid

3: NaH / tetrahydrofuran

4: aq. K₂CO₃ / methanol

5: imidazole / dimethylformamide

6: DIBAL-H / CH₂Cl₂

7: tert-BuOK / tetrahydrofuran

8: TBAF / tetrahydrofuran

With 1H-imidazole; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; Aliquat 336; sodium hydride; diisobutylaluminium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/anie.199720891

upstream raw materials:

2-Cyclohepten-1-one

4-acetoxy-2-cycloheptenone

4-acetoxycycloheptanone

4-bromocyclohept-2-enone