Methyl vinyl ketone → HCID 20288038, compound

HRID 126852Notes

Reaction equation

HRID 126852 reaction equation
[CH3:1][C:2]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]1=[O:13])=[CH2:3].[CH3:14][C:15](=[O:18])[CH:16]=[CH2:17].C(N(CC)CC)C>O1CCCC1>[CH3:3][C:2]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH2:17][CH2:16][C:15](=[O:18])[CH3:14])[C:5]1=[O:13])=[CH2:1]

Participants

5

Reactant 3

HCID 6570Methyl vinyl ketoneHCID 8471TriethylamineHCID 1002781,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-one

Product 1

HCID 20288038HCID 20288038, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 34.8 parts of 1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one, 28 parts of 3-buten-2-one, 20.2 parts of N,N-diethylethanamine and 270 parts of tetrahydrofuran is stirred and refluxed over week-end. The reaction mixture is evaporated, yielding 48.8 parts (100%) of 1,3-dihydro-1-(1-methylethenyl)-3-(3-oxobutyl)-2H-benzimidazol-2-one as a residue.

Workup

  1. temperaturerefluxed over week-end
  2. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-af30ed2215294677b18d950d339253da
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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