O-ethylhydroxylamine hydrochloride → 2-[1-(Ethoxyimino)butyl]-3-hydroxy-5-(3-amino-2,4,6-trimethylphenyl)cyclohex-2-en-1-one
Reaction equation
[OH:1][C:2]1[CH2:7][CH:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH3:15])=[C:10]([NH2:16])[C:9]=2[CH3:17])[CH2:5][C:4](=[O:18])[C:3]=1[C:19](=O)[CH2:20][CH2:21][CH3:22].Cl.[CH2:25]([O:27][NH2:28])[CH3:26]>>[CH2:25]([O:27][N:28]=[C:19]([C:3]1[C:4](=[O:18])[CH2:5][CH:6]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([CH3:15])=[C:10]([NH2:16])[C:9]=2[CH3:17])[CH2:7][C:2]=1[OH:1])[CH2:20][CH2:21][CH3:22])[CH3:26]Participants
3
Procedure
Reaction of 3-hydroxy-5-(3-amino-2,4,6-trimethylphenyl)-2-butyrylcyclohex-2-en-1-one with ethoxyamine hydrochloride following essentially the same procedure as described in Example 1 part (iv) gave 2-[1-(ethoxyimino)butyl]-3-hydroxy-5-(3-amino-2,4,6-trimethylphenyl)cyclohex-2-en-1-one (8) as a pale orange oil. The compound was characterized by its proton magnetic resonance spectrum which is given in Table 5, Example 37.
Sources & evidence
- ORD record
- ord-11ff43af37ed42658098f649e867edb3
- Source dataset
- uspto-grants-1987_05
- Patent number
- US04666510
Reaction notes
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