Reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][C:10]#[CH:11].[C:12]([O:16][C:17](=[O:21])[CH:18]=[N+:19]=[N-:20])([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17]([C:18]1[NH:19][N:20]=[C:10]([CH2:9][O:8][CH2:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[CH:11]=1)=[O:21])([CH3:15])([CH3:14])[CH3:13]Participants
3
Conditions
- Temperature
- 70 °C
Procedure
To a solution containing approx. 2.5 g 3-[2-(2-Methoxy-ethoxy)-ethoxy]-propyne, 2.8 g Diazo-acetic acid tert-butyl ester were added and the mixture was heated to 70° C. for 5 days. Then the solution was concentrated under reduced pressure and directly purified by chromatography on silica eluting with a n-heptane/ethyl acetate gradient. Yield: 1.7 g.
Workup
- additionwere added
- concentrationThen the solution was concentrated under reduced pressure
- customdirectly purified by chromatography on silica eluting with a n-heptane/ethyl acetate gradient
Sources & evidence
- ORD record
- ord-2e5006ab6c204dcf9cdbd0ebe55193eb
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07910606B2
Linked notes
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