(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

Base Information

Chemical Name:(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol
CAS No.:155934-07-9
Molecular Formula:C₂₀H₃₂O₃
Molecular Weight:320.472
Hs Code.:

Synonyms:(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

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Chemical Property of (E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

Chemical Property:

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Technology Process of (E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

There total 12 articles about (E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-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: 98.0%

: 155934-06-8
methyl (E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-noneoate

: 155934-07-9
(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;
DOI:10.3987/COM-93-6623

Reference yield:

: 53907-70-3
2,2,4-trimethylpent-4-en-1-ol

: 155934-07-9
(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

2: 1.) BH₃, 2.) 2N NaOH, H₂O₂ / 1.) THF, a) 0 deg C, 20 min, b) RT, 1 h, 2.) THF, RT, 1 h

3: 86 percent / NaH / 1,2-dimethoxy-ethane / 18 h / 70 °C

4: 92 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature

5: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to RT, 40 min

6: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, RT, 12 h

7: 98 percent / H₂ / 10percent Pd/C / 12 h / Ambient temperature

8: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

9: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to RT, 40 min

10: 95 percent / benzene / 3 h / Heating

11: 98 percent / i-Bu₂AlH / toluene / 0.5 h / -78 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; toluene; benzene;
DOI:10.3987/COM-93-6623

Reference yield:

: 56001-56-0
2,2,4-trimethyl-4-pentenoic acid

: 155934-07-9
(E)-9-(4-methoxybenzyloxy)-6,6,8-trimethyl-2-nonen-1-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

2: 98 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

3: 1.) BH₃, 2.) 2N NaOH, H₂O₂ / 1.) THF, a) 0 deg C, 20 min, b) RT, 1 h, 2.) THF, RT, 1 h

4: 86 percent / NaH / 1,2-dimethoxy-ethane / 18 h / 70 °C

5: 92 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature

6: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to RT, 40 min

7: 1.) NaH / 1.) DME, RT, 1 h, 2.) DME, RT, 12 h

8: 98 percent / H₂ / 10percent Pd/C / 12 h / Ambient temperature

9: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

10: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to RT, 40 min

11: 95 percent / benzene / 3 h / Heating

12: 98 percent / i-Bu₂AlH / toluene / 0.5 h / -78 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; toluene; benzene;
DOI:10.3987/COM-93-6623