Methanol → 2-(methoxycarbonyl)cyclobutanecarboxylic acid

HRID 2203052Notes

Reaction equation

HRID 2203052 reaction equation
[CH:1]12[CH2:7][CH2:6][CH:5]1[C:4](=[O:8])[O:3][C:2]2=[O:9].C(N(CC)CC)C.[CH3:17][OH:18]>>[CH3:17][O:18][C:4]([CH:5]1[CH2:6][CH2:7][CH:1]1[C:2]([OH:9])=[O:3])=[O:8]

Participants

4

Reactant 3

HCID 887MethanolHCID 8471TriethylamineHCID 1382613-Oxabicyclo(3.2.0)heptane-2,4-dione

Product 1

HCID 2818912-(methoxycarbonyl)cyclobutanecarboxylic acid

Procedure

A mixture of 3-oxabicyclo[3.2.0]heptane-2,4-dione (1 g), triethylamine (1.36 ml) and MeOH (20 ml) was stirred at room temperature over weekend. The mixture was quenched with 1 M HCl, and extracted with EtOAc. The organic layer was separated, washed with water and brine successively, dried over MgSO4, and concentrated in vacuo to give the title compound (1.18 g) as a colorless oil.

Workup

  1. customThe mixture was quenched with 1 M HCl
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed with water and brine successively
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2cebd55a238242adb3126c575dc35616
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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