(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

Base Information

Chemical Name:(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one
CAS No.:155638-34-9
Molecular Formula:C₁₄H₂₂O₂
Molecular Weight:222.327
Hs Code.:

Synonyms:(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

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Chemical Property of (+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

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Technology Process of (+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

There total 12 articles about (+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one 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: 78.0%

: (+/-)-E-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-ol

: 155638-34-9
(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 4h; Ambient temperature;

Reference yield:

: 2816-57-1
2,6-dimethylcyclohexanone

: 155638-34-9
(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) diisopropylamine, n-BuLi / 1) THF, hexane, -75 deg C; 2) THF, hexane, -25 --> -15 deg C, 60 min

2: 95 percent / pyridine / 21 h / Ambient temperature

3: 79 g / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating

4: 39 percent / aq. NaOH / 1 h / Ambient temperature

5: 92 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

6: 97 percent / HCl / methanol / 39 h / Ambient temperature

7: 1.) n-BuLi / 1) THF, hexane, -75 deg C, 1 h; 2) THF, hexane, 2 h, -25 --> -10 deg C

8: 86 percent / pyridinium p-toluenesulfonate / ethanol / 6.5 h / 55 °C

9: 91 percent / pyridine / 13 h / Ambient temperature

10: 58 percent / POCl₃, pyridine / 6 h / 105 °C

11: 64 percent / Red-Al / toluene; tetrahydrofuran / 4.5 h / Heating

12: 78 percent / MnO₂ / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; n-butyllithium; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; benzene;

Reference yield:

: 13756-98-4
(+/-)-2-hydroxymethyl-2,6-dimethyl-1-cyclohexanone

: 155638-34-9
(+/-)-4-(6'-methoxymethyl-2',6'-dimethyl-1'-cyclohexene-1'-yl)-3-buten-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / pyridine / 21 h / Ambient temperature

2: 79 g / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating

3: 39 percent / aq. NaOH / 1 h / Ambient temperature

4: 92 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

5: 97 percent / HCl / methanol / 39 h / Ambient temperature

6: 1.) n-BuLi / 1) THF, hexane, -75 deg C, 1 h; 2) THF, hexane, 2 h, -25 --> -10 deg C

7: 86 percent / pyridinium p-toluenesulfonate / ethanol / 6.5 h / 55 °C

8: 91 percent / pyridine / 13 h / Ambient temperature

9: 58 percent / POCl₃, pyridine / 6 h / 105 °C

10: 64 percent / Red-Al / toluene; tetrahydrofuran / 4.5 h / Heating

11: 78 percent / MnO₂ / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; n-butyllithium; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; benzene;