Diazomethane → HCID 19902813, compound

HRID 2372177Notes

Reaction equation

HRID 2372177 reaction equation
[N+](=[CH2:3])=[N-].[C:4]([C:7]1[NH:17][C:16](=[O:18])[CH:15]=[CH:14][C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:6])[CH3:5]>CCOCC>[C:4]([C:7]1[N:17]=[C:16]([O:18][CH3:3])[CH:15]=[CH:14][C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])(=[O:6])[CH3:5]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 19902836HCID 19902836, compound

Product 1

HCID 19902813HCID 19902813, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

An ethereal solution of diazomethane (excess) is added to a stirred suspension of ethyl 1,6-dihydro-2-acetyl-6-oxonicotinate (2.20 g, 10.5 mmol) in 10 ml of ether. The ether and excess diazomethane are removed under vacuum, and the crude product is purified by column chromatography, eluting with 30% ethyl acetate/hexane to give ethyl 2-acetyl-6-methoxynicotinate.

Workup

  1. customThe ether and excess diazomethane are removed under vacuum
  2. customthe crude product is purified by column chromatography
  3. washeluting with 30% ethyl acetate/hexane

Sources & evidence

ORD record
ord-16adb3c351fb40aebf71f35691f87e82
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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