Hydroxylamine → 4-{[t-Butyl(dimethyl)silyl]oxy}-N'-hydroxy-4,5,6,7-tetrahydro-1-benzofuran-2-carboximidamide
Reaction equation
[Si:1]([O:8][CH:9]1[C:14]2[CH:15]=[C:16]([C:18]#[N:19])[O:17][C:13]=2[CH2:12][CH2:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:20][OH:21]>>[Si:1]([O:8][CH:9]1[C:14]2[CH:15]=[C:16]([C:18](=[N:20][OH:21])[NH2:19])[O:17][C:13]=2[CH2:12][CH2:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]Participants
3
Procedure
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1d) using 4-{[t-butyl(dimethyl)silyl]oxy}-4,5,6,7-tetrahydro-1-benzofuran-2-carbonitrile (3.0 g, 11 mmol) that was obtained in Example 7 (7c) and a 40% aqueous solution of hydroxylamine (3.0 ml). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (3:7) as the eluent to afford the title compound (2.7 g) in a yield of 82% as a white crystalline solid.
Workup
- customthe similar reaction to
Sources & evidence
- ORD record
- ord-8c820ca9d35146abbe6f035525fe87ab
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07687491B2
Reaction notes
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