((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde

Base Information

• Chemical Name: ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde
• CAS No.: 72128-34-8
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.328
• Mol file: 72128-34-8.mol

Synonyms:((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde

Chemical Property of ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde

There total 11 articles about ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde 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: 40.0%

exo-3-tert-butylspirooctane-8,1'-cyclopropan>-6-one (72128-29-1) → ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde (72128-34-8) + (7S,8aS)-7-tert-Butyl-3,4,6,7,8,8a-hexahydro-1H-naphthalen-2-one (72128-35-9) + ((1R,5R)-5-tert-Butyl-2-ethyl-cyclohex-2-enyl)-acetic acid methyl ester (72128-33-7)

Guidance literature:

In methanol; benzene; for 1.25h; Irradiation;

DOI:10.1021/ja00521a050

Reference yield: 8.0%

methanol (67-56-1) + exo-3-tert-butylspirooctane-8,1'-cyclopropan>-6-one (72128-29-1) → ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde (72128-34-8) + (7S,8aS)-7-tert-Butyl-3,4,6,7,8,8a-hexahydro-1H-naphthalen-2-one (72128-35-9) + ((1R,5R)-5-tert-Butyl-2-ethyl-cyclohex-2-enyl)-acetic acid methyl ester (72128-33-7)

Guidance literature:

In benzene; for 1.25h; Irradiation;

DOI:10.1021/ja00521a050

Reference yield:

5-tert-butylcyclohex-2-en-1-one (32360-28-4) → ((1R,5R)-5-tert-Butyl-2-vinyl-cyclohex-2-enyl)-acetaldehyde (72128-34-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) ethylene glycol, p-toluenesulfonic acid, 2.) sodium; p-toluenesulfonic acid; boron trifluoride etherate / 1.) pentane, irradiated, room temperature, 19 h; benzene, reflux, 3 h, 2.) liquid ammonia, ether, -30 deg C, 2 h; acetone, room temperature, 5 h; o-xylene, reflux, 1 h

2: 98 percent

3: 2.) NaOH, NaBH₄ / 1.) water, acetonitrile, room temperature, 30.5 h

4: 98 percent / aq. 3 N HCl / diethyl ether / 22.5 h / Ambient temperature

5: 90 percent / pyridine / 10 h

6: 95 percent / dimethylsulfoxide / 23.5 h / Ambient temperature

7: 87 percent / LiAlH₄ / diethyl ether / 0 deg C, 5 min, room temperature, 1 h

8: 72 percent / zinc-copper couple, iodine / diethyl ether / 2.5 h / Heating

9: 65 percent / chromium trioxide-pyridine complex

10: 8 percent / benzene / 1.25 h / Irradiation

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; zinc copper; chromium trioxide pyridine; boron trifluoride diethyl etherate; iodine; sodium; toluene-4-sulfonic acid; ethylene glycol; In diethyl ether; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00521a050

upstream raw materials:

methanol

exo-3-tert-butylspirooctane-8,1'-cyclopropan>-6-one

5-tert-butylcyclohex-2-en-1-one

C₁₄H₂₄O