Hydrochloric Acid → Methyl tetrahydrofuran-2-carboxylate

HRID 1921604Notes

Reaction equation

HRID 1921604 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([OH:8])=[O:7].Cl.[CH3:10]O>>[CH3:10][O:7][C:6]([CH:2]1[CH2:3][CH2:4][CH2:5][O:1]1)=[O:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 86079(+-)-Tetrahydro-2-furoic acid

Product 1

HCID 169922Methyl tetrahydrofuran-2-carboxylate

Procedure

A solution of tetrahydrofuran-2-carboxylic acid (37.7 g, 325 mmol) in methanol containing hydrogen chloride (200 mL) was stirred overnight at room temperature. The solvent was removed under vacuum and the residue was taken up in dichloromethane (150 mL). The solution was washed with sodium hydrogen carbonate solution and water (in each case 2×100 mL), dried over sodium sulphate, filtered and concentrated to dryness.

Workup

  1. customThe solvent was removed under vacuum
  2. washThe solution was washed with sodium hydrogen carbonate solution and water (in each case 2×100 mL),
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-ff4a4800e3ae4436a87832e511a67401
Source dataset
uspto-grants-2012_05
Patent number
US08173700B2

Reaction notes

Loading…