3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Base Information

Chemical Name:3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde
CAS No.:100414-95-7
Molecular Formula:C₂₀H₃₂O₂
Molecular Weight:304.473
Hs Code.:

Synonyms:3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

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Chemical Property of 3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

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Technology Process of 3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

There total 10 articles about 3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde 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: 21.0%

: 100414-94-6
2,6,6-Trimethyl-5-(3,7-dimethylocta-2E,6-dienyl)-1-cyclohexene-1-carboxaldehyde

: 100414-95-7
3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Guidance literature:: With tert.-butylhydroperoxide; selenium(IV) oxide; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85602-7

Reference yield:

: 6138-90-5
trans-geranyl bromide

: 100414-95-7
3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, -78 deg C

2: 2.) aq HCl

3: 1.) lithium dimethylcuprate / 1.) -78 deg C

4: 58 percent / TiCl₄ / CH₂Cl₂

5: 98 percent

6: 1.) POCl₃, 2.) KOH / 1.) pyridine, 65 deg C, 1.5 h 2.) MeOH

7: t-BuO₂H / SeO₂ / CH₂Cl₂ / 3 h / 25 °C

With hydrogenchloride; tert.-butylhydroperoxide; potassium hydroxide; lithium dimethylcuprate; titanium tetrachloride; lithium diisopropyl amide; trichlorophosphate; selenium(IV) oxide; In dichloromethane;
DOI:10.1016/S0040-4039(00)98306-0

Reference yield:

: 100414-90-2
4-(3,7-dimethylocta-2,6-dien-1-yl)-3-methylcyclohex-2-en-1-one

: 100414-95-7
3-(3,7-Dimethyl-8-hydroxy-2E,6E-octadienyl)-2,2,6-trimethyl-1-cyclohexene-1-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) lithium dimethylcuprate / 1.) -78 deg C

2: 58 percent / TiCl₄ / CH₂Cl₂

3: 98 percent

4: 1.) POCl₃, 2.) KOH / 1.) pyridine, 65 deg C, 1.5 h 2.) MeOH

5: t-BuO₂H / SeO₂ / CH₂Cl₂ / 3 h / 25 °C

With tert.-butylhydroperoxide; potassium hydroxide; lithium dimethylcuprate; titanium tetrachloride; trichlorophosphate; selenium(IV) oxide; In dichloromethane;
DOI:10.1016/S0040-4039(00)98306-0