1-Methylimidazole → HCID 67047038, compound

HRID 1438377Notes

Reaction equation

HRID 1438377 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1)=[CH2:3].CN1C=CN=C1.[N+](=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[N-]>C1(C)C=CC=CC=1>[C:10]([C:7]1[CH:8]=[CH:9][C:4]([C:2]2([CH3:3])[CH2:1][CH:21]2[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:5][CH:6]=1)(=[O:12])[CH3:11]

Participants

5

Reactant 3

HCID 13901-MethylimidazoleHCID 12192Ethyl diazoacetateHCID 589438p-Isopropenylacetophenone

Product 1

HCID 67047038HCID 67047038, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a stirred solution of 1-[4-(1-methylethenyl)phenyl]ethanone (711 mg, 4.44 mmol, trans) (Org. Lett., 2002, 4(1), 107-109), N-methylimidazole (1.06 ml, 13.3 mmol) and Co(TPP)(89 mg, 0.13 mmol) in toluene (10 ml) was added ethyl diazoacetate (0.65 ml, 6.21 mmol) in one portion at ambient temperature. The same procedure as described in Example 2H was performed to give the title compound (236 mg, 22%) as dark yellow oil.

Sources & evidence

ORD record
ord-7796ae0273e245e8be2c30502ab330d1
Source dataset
uspto-grants-2009_11
Patent number
US07622589B2

Reaction notes

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