1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

Base Information

Chemical Name:1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane
CAS No.:88214-43-1
Molecular Formula:C₁₈H₂₆O₃S
Molecular Weight:322.469
Hs Code.:

Synonyms:1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

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Chemical Property of 1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

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Technology Process of 1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

There total 15 articles about 1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane 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: 75.0%

: 84078-59-1
2-(2'-Methylene-6',6'-dimethylcyclohexyl)ethanol

: 98-59-9
p-toluenesulfonyl chloride

: 88214-43-1
1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

Guidance literature:: With pyridine; at -20 ℃; for 48h;
DOI:10.1021/jo00009a033

Reference yield:

: 71135-95-0
methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate

: 88214-43-1
1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

Guidance literature:: Multi-step reaction with 8 steps

2: 56 percent / LiI*2H₂O, 2,4,6-collidine / 19 h / Heating

3: 1.) O₃; 2.) NaBH₄ / methanol; 1.) -50 deg C, 0.25 h; 2.) -30 deg C, 1 h

4: pyridine / 18 h / Ambient temperature

5: 81 percent / CrO₃ / pyridine; CH₂Cl₂ / 1.5 h / Ambient temperature

6: 1.) 1.6 M n-BuLi / 1.) Et₂O, room temp., 3 h; 2.) THF, reflux, 4 h

7: 71 percent / Na, liq. NH₃ / tetrahydrofuran / 0.5 h

8: 75 percent / pyridine / 48 h / -20 °C

With pyridine; 2,4,6-trimethyl-pyridine; chromium(VI) oxide; sodium tetrahydroborate; n-butyllithium; ammonia; sodium; ozone; lithium iodide; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo00009a033

Reference yield:

: 57074-03-0
2-allyl-3,3-dimethylcyclohexan-1-one

: 88214-43-1
1-<2'-(p-Toluenesulfonyl)ethyl>-2-methylene-6,6-dimethylcyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) O₃; 2.) NaBH₄ / methanol; 1.) -50 deg C, 0.25 h; 2.) -30 deg C, 1 h

2: pyridine / 18 h / Ambient temperature

3: 81 percent / CrO₃ / pyridine; CH₂Cl₂ / 1.5 h / Ambient temperature

4: 1.) 1.6 M n-BuLi / 1.) Et₂O, room temp., 3 h; 2.) THF, reflux, 4 h

5: 71 percent / Na, liq. NH₃ / tetrahydrofuran / 0.5 h

6: 75 percent / pyridine / 48 h / -20 °C

With pyridine; chromium(VI) oxide; sodium tetrahydroborate; n-butyllithium; ammonia; sodium; ozone; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo00009a033