HCID 21322858, compound → 1-Formyl-4-methoxy-2,2-dimethylazetidine

HRID 26348Notes

Reaction equation

HRID 26348 reaction equation
[CH:1]([N:3]1[CH2:6][CH2:5][C:4]1([CH3:8])[CH3:7])=[O:2].[CH:9](N1CCC1(OC)OC)=[O:10]>F[B-](F)(F)F.C[N+](C)(C)C.CO>[CH:1]([N:3]1[CH:6]([O:10][CH3:9])[CH2:5][C:4]1([CH3:8])[CH3:7])=[O:2]

Participants

5

Reactant 2

HCID 21322858HCID 21322858, compoundHCID 21322859HCID 21322859, compound

Product 1

HCID 213228571-Formyl-4-methoxy-2,2-dimethylazetidine

Reagents, catalysts & solvents 2

HCID 12621Tetramethylammonium tetrafluoroborateCatalystHCID 887MethanolSolvent

Procedure

In the same manner as indicated in Example 6 there are electrolyzed 19.3 g of 1-formyl-2,2-dimethylazetidine and 54.7 g of methanol in the presence of 0.27 g of tetramethylammonium tetrafluoroborate as conducting salt. After throughput of 2.5 Faraday per mol of 1-formyl-2,2-dimethoxyazetidine the current is switched off. The calculated mean cell voltage is 32.6 volts. Work-up of the electrolysis solution gives 12.2 g of 1-formyl-4-methoxy-2,2-dimethylazetidine (boiling point 52° C./0.26 mbar; nD25 =1.4496), which corresponds to a product yield of 49.9% and a current efficiency of 39.9%.

Sources & evidence

ORD record
ord-486392e8433e445da5f2be031e4ed7c4
Source dataset
uspto-grants-1979_04
Patent number
US04149941

Reaction notes

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