Methanol → 1-(2-Methoxypyrrolidin-1-yl)ethan-1-one

HRID 26345

Reaction equation

HRID 26345 reaction equation
[C:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:9][OH:10]>F[B-](F)(F)F.C[N+](C)(C)C>[C:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[O:10][CH3:9])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 77650Pyrrolidine, 1-acetyl-2×

Product 1

HCID 127112051-(2-Methoxypyrrolidin-1-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 12621Tetramethylammonium tetrafluoroborateCatalyst

Procedure

In the same manner as indicated in Example 6 there are electrolyzed 19.6 g of N-acetylpyrrolidine and 55.6 of methanol in the presence of 0.28 g of tetramethylammonium tetrafluoroborate as conducting salt. After throughput of 2.0 Faraday per mol of N-acetylpyrrolidine the current is switched off. The calculated mean cell voltage is 32.7 volts. Work-up of the electrolysis solution gives 19.9 g of 1-acetyl-2-methoxypyrrolidine (boiling point 53° C./0.1 mbar; nD25 =1.4674), which corresponds to a product yield of 80.0% and a current efficiency of 80.0%.

Sources & evidence

ORD record
ord-798174e63e334b59a1426337de916afe
Source dataset
uspto-grants-1979_04
Patent number
US04149941

Linked notes

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