ChemicalBook CAS DataBase List 1-methoxycyclohexene

1-methoxycyclohexene synthesis

13synthesis methods

Product Name:1-methoxycyclohexene
CAS Number:931-57-7
Molecular formula:C7H12O
Molecular Weight:112.17

149-73-5 Synthesis

149-73-5
513 suppliers
$12.00/5g

931-57-7
41 suppliers
$861.04/5G

Yield: 61%

Reaction Conditions:

with toluene-4-sulfonic acid in cyclohexanone

Steps:

1-Methoxycyclohexene, (9)6-8
1-Methoxycyclohexene, (9)^6-8 Cyclohexanone (0.19 mol, 20 ml) and p-toluenesulfonic acid (0.97 mmol, 184 mg) were mixed together, and cooled to -20° C. Trimethoxymethane (0.21 mol, 23 ml) was added to the solution. The solution was warmed up to room temperature and was stirred for 24 h at rt. Then the solution was distilled first at normal pressure to remove HCOOCH₃ (32° C.), methanol (65° C.) and excess CH(OCH₃)₃ (102° C.). The remaining solution was distilled at 139 C at normal pressure to yield 9 (13 g, 61%) as a colorless liquid. ¹H-NMR (500 MHz, CDCl₃) δ 4.55 (t, J=3.5 Hz, 1H), 3.42 (s, 3H), 2.00 (m, 4H), 1.62 (m, 2H), 1.50 (m, 2H). ¹³C-NMR (125 MHz, CDCl₃) δ 157.9, 95.5, 56.1, 30.3, 26.0, 25.5, 25.4. LC-MS (APCI): Peak time=1.59 min, m/z calcd for C₇H₁₃O [M+H]⁺ 113.09, found 113.08.