2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol

Base Information

• Chemical Name: 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol
• CAS No.: 104751-89-5
• Molecular Formula: C₁₄H₂₅NO₃
• Molecular Weight: 255.357
• Mol file: 104751-89-5.mol

Synonyms:2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol

Chemical Property of 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol

There total 1 articles about 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol 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: 98.3%

3-methyl-4-nitro-1-(2',6',6'-trimethylcyclohex-2-en-1-yl)butan-1-one (104751-86-2) → 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol (104751-89-5)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; 15 min, 0 deg C then 30 min, rt.;

DOI:10.1016/0040-4020(89)80150-4

Reference yield: 100.0%

acetic anhydride (108-24-7) + 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol (104751-89-5) → 2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol acetate (104751-90-8)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

DOI:10.1039/c39860000757

Reference yield:

2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol (104751-89-5) → (3aβ(Z),4β,6aα,9aβ,9bβ)-(+/-)-3a,4,6a,7,8,9,9a,9b-octahydro-5-phenylselenenyl-4,7,7,9b-tetramethyl-3a-<3-(methoxymethyloxy)-3-methyl-1-butenyl>-5H-naphtho<1,8-de>-1,3-dioxin-6-one (124666-44-0)

Guidance literature:

Multi-step reaction with 12 steps

1: pyridine / 6 h / Ambient temperature

2: 3-chlorophenyl isocyanate, aq. ammonia / benzene; triethylamine / 0.5 h

3: 85 percent / hydrogen / Raney nickel W-2 / methanol; aq. acetic acid / 24 h / Ambient temperature

4: 71 percent / P₂O₅ / CHCl₃ / 2 h

5: 96 percent / n-butyl-lithium / tetrahydrofuran; hexane / 6 h / -78 °C

6: 92.7 percent / P₂O₅, methylal / CHCl₃ / 4 h / Ambient temperature

7: sodium hydroxide / methanol; H₂O / 6 h / Heating

8: pyridinium chlorochromate, sodium acetate, molecular sieves 4A / CH₂Cl₂ / 4 h / Ambient temperature

9: sodium / methanol / 6 h / Heating

10: 94 percent / hydrogen / Raney nickel W-2 / methanol / 4 h / 1551.4 Torr / Ambient temperature

11: diisopropylamine, butyllitium / hexane; tetrahydrofuran / 0.25 h / -78 °C

12: bromine / tetrahydrofuran / 0.17 h / -78 °C

With ammonium hydroxide; sodium hydroxide; n-butyllithium; Dimethoxymethane; 4 A molecular sieve; hydrogen; bromine; sodium acetate; sodium; phosphorus pentoxide; diisopropylamine; pyridinium chlorochromate; m-chlorophenyl isocyanate; Raney nickel W-2; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; chloroform; water; acetic acid; triethylamine; benzene;

DOI:10.1016/0040-4020(89)80150-4

upstream raw materials:

3-methyl-4-nitro-1-(2',6',6'-trimethylcyclohex-2-en-1-yl)butan-1-one

Downstream raw materials:

2,6,6-trimethyl-α-(2-methyl-3-nitropropyl)-2-cyclohexene-1-methanol acetate

(3α,5α,5aβ,8aβ,8bβ)-(+/-)-4,5,5a,6,7,8,8a,8b,-octahydro-3,6,6,8b-tetramethyl-3H-naphtho<1,8-cd>isoxazol-5-ol

(3aβ(Z),4β,6aα,9aβ,9bβ)-(+/-)-3a,4,6a,7,8,9,9a,9b-octahydro-5-phenylselenenyl-4,7,7,9b-tetramethyl-3a-<3-(methoxymethyloxy)-3-methyl-1-butenyl>-5H-naphtho<1,8-de>-1,3-dioxin-6-one

(3α,5α,5aβ,8aβ,8bβ)-(+/-)-4,5,5a,6,7,8,8a,8b,-octahydro-3,6,6,8b-tetramethyl-3H-naphth(1,8-cd)isoxazol-5-ol acetate