Tetrahydrofuran → HCID 178467223, compound

HRID 280746Notes

Reaction equation

HRID 280746 reaction equation
[CH3:1][C:2]1[N:3](C(=O)C)[CH:4]=[CH:5][N:6]=1.[O:10]1CC[CH2:12][CH2:11]1>>[CH3:1][C:2]1[NH:6][CH:5]=[C:4]([C:11](=[O:10])[CH3:12])[N:3]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 130588401-(2-Methyl-1-imidazolyl)ethanone

Product 1

HCID 178467223HCID 178467223, compoundYield 45%

Procedure

5.75 g (46.3 mmol) of 1-(2-methyl-1-imidazolyl)-ethanone was dissolved in 600 ml tetrahydrofuran and photolyzed in a quartz flask with a short wave u.v. light source (2537 nm) for 18 hours. The tetrahydrofuran solution was concentrated in vacuo to an oil and chromatographed on silica gel using 5% methanol in chloroform as eluent to give 2.6 g (45%) 1(2-methyl-4-imidazolyl)ethanone, mp 123°-5°.

Workup

  1. customphotolyzed in a quartz flask with a short wave u.v
  2. concentrationThe tetrahydrofuran solution was concentrated in vacuo to an oil
  3. customchromatographed on silica gel using 5% methanol in chloroform as eluent

Sources & evidence

ORD record
ord-87aba66381f647dc9a5b90504cdf48b1
Source dataset
uspto-grants-1986_05
Patent number
US04590299

Reaction notes

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