Toluene → HCID 13188850, compound
Reaction equation
[C:1]([CH:5]([N:7]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9](=[CH2:15])[C:8]1=[O:16])[CH3:6])([O:3][CH3:4])=[O:2].C1(C)C=CC=CC=1.[C:24]([OH:27])(=[S:26])[CH3:25]>>[C:1]([CH:5]([N:7]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH:9]([CH2:15][S:26][C:24](=[O:27])[CH3:25])[C:8]1=[O:16])[CH3:6])([O:3][CH3:4])=[O:2]Participants
4
Procedure
A solution of 50 mg of 1-(1-carbomethoxyethyl)-3-methyleneperhydroazocin-2-one in thioacetic acid (0.5 ml) is kept at room temperature for 18 hours. Toluene (5 ml) is added and the mixture is concentrated to dryness under reduced pressure. The product is purified by preparative tlc on silica gel (system 5% acetone in chloroform) to yield the title compound (62 mg) as a colorless oil.
Workup
- concentrationthe mixture is concentrated to dryness under reduced pressure
- customThe product is purified by preparative tlc on silica gel (system 5% acetone in chloroform)
Sources & evidence
- ORD record
- ord-0a4c5a0ad0014fdeb91b93bea53acb8e
- Source dataset
- uspto-grants-1983_08
- Patent number
- US04396616
Reaction notes
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