HCID 54230507, compound → HCID 10956036, compound
Reaction equation
[N+](=[CH:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=[N-]>C(O)C>[CH2:9]([O:12][CH:3]([O:14][CH2:4][CH3:3])[C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)[CH3:8]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Under an argon atmosphere, 1-diazo-3-(4-methoxyphenyl)propan-2-one (62) (477 mg, 2.51 mmol) was dissolved in anhydrous ethanol (5 mL) and cooled to 0° C. To this was added tert-butyl hydochloride (285 μL, 2.52 mmol) and stirred for an hour at the same temperature. After concentrating under reduced pressure, the residue was purified by silica gel flash column chromatography (n-hexane/ethyl acetate=10/1) to give 1,1-diethoxy-3-(4-methoxyphenyl)propan-2-one (63) as a colorless oily substance (357 mg, 1.41 mmol, 56.4%).
Workup
- concentrationAfter concentrating under reduced pressure
- customthe residue was purified by silica gel flash column chromatography (n-hexane/ethyl acetate=10/1)
Sources & evidence
- ORD record
- ord-9badedd3253249148008e0dc279e977a
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08546568B2
Reaction notes
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