Ethanol → HCID 19910740, compound
Reaction equation
Cl.[OH:2][C:3]1[C:8]2[C:9]([CH3:21])=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[O:11][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:22]N(C)C.C(Br)C.[CH2:29]([OH:31])[CH3:30]>>[OH:2][C:3]1[C:8]2[C:9]([CH3:21])=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[O:11][C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:22][O:31][CH2:29][CH3:30]Participants
4
Procedure
A mixture of (177) (Example 45) (0.1 g, 0.28 mmol), ethyl bromide, (1 mL) and ethanol (5 mL) was refluxed for 6 h. The solvent was evaporated, the residue was chromatographed on preparative tlc to give the title compound.
Workup
- temperaturewas refluxed for 6 h
- customThe solvent was evaporated
- customthe residue was chromatographed on preparative tlc
Sources & evidence
- ORD record
- ord-c8b9dfa03a3a4637b59b8e3bf6db8434
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04863958
Reaction notes
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