methyl 1,4-dimethyl-2-oxocyclohexaneacetate

Base Information

Chemical Name:methyl 1,4-dimethyl-2-oxocyclohexaneacetate
CAS No.:79201-57-3
Molecular Formula:C₁₁H₁₈O₃
Molecular Weight:198.262
Hs Code.:

Synonyms:

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Chemical Property of methyl 1,4-dimethyl-2-oxocyclohexaneacetate

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Technology Process of methyl 1,4-dimethyl-2-oxocyclohexaneacetate

There total 1 articles about methyl 1,4-dimethyl-2-oxocyclohexaneacetate 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: 88.5%

: 37720-05-1,96965-80-9,96965-96-7
((1R,4R)-1,4-Dimethyl-2-oxo-cyclohexyl)-acetic acid

: 74-88-4
methyl iodide

: 79201-57-3,79201-58-4
methyl 1,4-dimethyl-2-oxocyclohexaneacetate

Guidance literature:: With potassium carbonate; In acetone; at 23 ℃;
DOI:10.1021/jo00215a015

Reference yield:

: 79201-57-3,79201-58-4
methyl 1,4-dimethyl-2-oxocyclohexaneacetate

: C₂₂H₃₂N₂O₂S

Guidance literature:: Multi-step reaction with 18 steps

2: 1.) lithium diisopropylamide (LDA), bipyridina / 1.) THF, hexane, -70 deg C, 1 h, 2.) 23 deg C, overnight

3: 1.) NaOH, 2.) NaIO₄, RuCl₃*xH₂O / 1.) H₂O, t-BuOH, overnight, 2.) 23 deg C, 24 h

4: 94 percent / anhyd. K₂CO₃ / acetone / 2 h / Heating

5: 1.) sodium bis(trimethylsilyl)amide, 2.) TMEDA / 1.) THF, reflux, 1 h, 2.) 23 deg C, overnight

6: 60 percent / monoethylamine, lithium / diethyl ether; 2-methyl-propan-2-ol / 0.25 h

7: 83 percent / chromic acid / acetone / 0.25 h / 23 °C

8: 1.) sodium hydride, / 1.) Me₂SO, 23 deg C, 15 min, 2.) 40 deg C - 45 deg C, overnight

9: 1.) 31 percent HClO₄, 2.) K₂CO₃ / 1.) Et₂O, 23 deg C, 1 h, 2.) MeOH, H₂O, 23 deg C, 2 h

11: 1.) TMEDA, bipyridine, n-BuLi, 2.) satd. NaHCO₃ / 1.) THF, hexane, 23 deg C, overnight, 2.) 2 h

12: 1.) disiamylborane, 2.) 10 percent NaOH, 30 percent H₂O₂ / 1,) THF, 0 deg C, 1.5 h, 2.) 23 deg C, 2 h

13: 69.5 percent / lithium, ethylamine, t-BuOH / diethyl ether / 1 h / 0 °C

14: 67 percent / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 4.5 h / 23 °C

15: 1.) NaBH₄, 2.) methanol / 1.) a) EtOH, 0 deg C, 1 h, b) 23 deg, 1 h, 2.) 1 h

16: EtNH₂, lithium, t-butyl alcohol / diethyl ether / 1 h / 0 °C

17: 87 percent / pyridinium chlorochromate (PCC) / CH₂Cl₂ / 1.5 h / 23 °C

18: 90 percent / benzene / 12 h / Heating

With methanol; [2,2]bipyridinyl; ruthenium trichloride; sodium hydroxide; sodium tetrahydroborate; sodium periodate; n-butyllithium; perchloric acid; 1,1'-bipyridyl; N,N,N,N,-tetramethylethylenediamine; dihydrogen peroxide; sodium hexamethyldisilazane; bis-(1,2-dimethylpropyl)borane; chromic acid; lithium; sodium hydride; sodium hydrogencarbonate; potassium carbonate; ethylamine; pyridinium chlorochromate; tert-butyl alcohol; lithium diisopropyl amide; In diethyl ether; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jo00215a015

Reference yield:

: 79201-57-3,79201-58-4
methyl 1,4-dimethyl-2-oxocyclohexaneacetate

: Toluene-4-sulfonic acid (1S,4S,5S,8R)-8-allyl-1,4,7-trimethyl-bicyclo[3.2.1]oct-6-en-8-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 steps

2: 1.) lithium diisopropylamide (LDA), bipyridina / 1.) THF, hexane, -70 deg C, 1 h, 2.) 23 deg C, overnight

3: 1.) NaOH, 2.) NaIO₄, RuCl₃*xH₂O / 1.) H₂O, t-BuOH, overnight, 2.) 23 deg C, 24 h

4: 94 percent / anhyd. K₂CO₃ / acetone / 2 h / Heating

5: 1.) sodium bis(trimethylsilyl)amide, 2.) TMEDA / 1.) THF, reflux, 1 h, 2.) 23 deg C, overnight

6: 60 percent / monoethylamine, lithium / diethyl ether; 2-methyl-propan-2-ol / 0.25 h

7: 83 percent / chromic acid / acetone / 0.25 h / 23 °C

8: 1.) sodium hydride, / 1.) Me₂SO, 23 deg C, 15 min, 2.) 40 deg C - 45 deg C, overnight

9: 1.) 31 percent HClO₄, 2.) K₂CO₃ / 1.) Et₂O, 23 deg C, 1 h, 2.) MeOH, H₂O, 23 deg C, 2 h

11: pyridine / 72 h / -10 °C

With pyridine; [2,2]bipyridinyl; ruthenium trichloride; sodium hydroxide; sodium periodate; perchloric acid; N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; chromic acid; lithium; sodium hydride; potassium carbonate; ethylamine; lithium diisopropyl amide; In diethyl ether; acetone; tert-butyl alcohol;
DOI:10.1021/jo00215a015