Methyl Acrylate → Methyl 3-(5-methylfuran-2-yl)prop-2-enoate

HRID 444123

Reaction equation

HRID 444123 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH3:7][C:8]1[O:9][CH:10]=[CH:11][CH:12]=1>>[CH3:7][C:8]1[O:9][C:10]([CH:3]=[CH:2][C:1]([O:5][CH3:6])=[O:4])=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 7294Methyl AcrylateHCID 107972-Methylfuran

Product 1

HCID 53842517Methyl 3-(5-methylfuran-2-yl)prop-2-enoateYield 26%

Procedure

The reaction and post treatment were carried out in the same manner as described in Example 21 except that 30 ml of 2-methylfuran was used instead of 30 ml of furan, the amount of methyl acrylate was changed to 1.015 g and the reaction temperature was changed to 200° C. From a fraction eluted with benzene/hexane (4/1) was obtained 0.51 g of methyl β-(5-methyl-2-furyl)acrylate (2) (the yield was 26%).

Workup

  1. customThe reaction and post treatment
  2. customwas changed to 200° C
  3. washFrom a fraction eluted with benzene/hexane (4/1)

Sources & evidence

ORD record
ord-c53449e8a77145c39d765d91d7372d42
Source dataset
uspto-grants-1981_04
Patent number
US04263212

Linked notes

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