6-Heptenoic acid → HCID 13997621, compound
Reaction equation
[C:1]([OH:9])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7].[Si](C=[N+:15]=[N-:16])(C)(C)C>C(Cl)Cl.CO>[C:1]([NH:15][NH2:16])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]=[CH2:7]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 6-heptenoic acid (1.24 g, 9.68 mmol) in methylene chloride (40 mL) and MeOH (10 mL) was added slowly TMSCHN2 (2M, 12.1 mL) at room temperature. The reaction mixture was stirred for additional 30 minutes. After the reaction was completed, the mixture was evaporated in vacuo. The residue was directly used for the next step without further purification. To the above residue in MeOH (20 mL) was added hydrazine monohydrate (5 mL) at room temperature. The reaction mixture was stirred at the same temperature overnight. The mixture was evaporated in vacuo. The residue was further dried by high vacuum overnight to provide the title compound. MH+143.
Workup
- customthe mixture was evaporated in vacuo
- customThe residue was directly used for the next step without further purification
- additionTo the above residue in MeOH (20 mL) was added hydrazine monohydrate (5 mL) at room temperature
- stirringThe reaction mixture was stirred at the same temperature overnight
- customThe mixture was evaporated in vacuo
- customThe residue was further dried by high vacuum overnight
Sources & evidence
- ORD record
- ord-577eef1bc9404132ab499b9c76a4fe28
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07507726B2
Reaction notes
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