O-ethylhydroxylamine hydrochloride → 2-[1-(Ethoxyimino)propyl]-5-(3,4-ethylenedioxyphenyl)-3-hydroxycyclohex-2-en-1-one
Reaction equation
[CH2:1]1[CH2:10][O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:11]3[CH2:16][C:15](=[O:17])[C:14]([C:18](=O)[CH2:19][CH3:20])=[C:13]([OH:22])[CH2:12]3)=[CH:4][C:3]=2[O:2]1.Cl.[CH2:24]([O:26][NH2:27])[CH3:25]>>[CH2:24]([O:26][N:27]=[C:18]([C:14]1[C:15](=[O:17])[CH2:16][CH:11]([C:5]2[CH:6]=[CH:7][C:8]3[O:9][CH2:10][CH2:1][O:2][C:3]=3[CH:4]=2)[CH2:12][C:13]=1[OH:22])[CH2:19][CH3:20])[CH3:25]Participants
3
Procedure
2-[1-(Ethoxyimino)propyl]-5-(3,4-ethylenedioxyphenyl)-3-hydroxycyclohex-2-en-1-one was prepared from 5-(3,4-ethylenedioxyphenyl)-3-hydroxy-2-propionylcyclohex-2-en-1-one and ethoxyamine hydrochloride following essentially the same procedure as that described in Example 1 part (iv). The product was obtained as an oil and was characterized by proton nuclear magnetic resonance spectroscopy. Pmr spectrum (CDCl3 ; δ in ppm): 1.08-1.40 (6H, 2xt); 2.27-3.25 (7H, m); 4.00-4.24 (6H, m); 6.65-7.27 (3H, m); 15.00 (1H, brs).
Workup
- customThe product was obtained as an oil
Sources & evidence
- ORD record
- ord-c7bf0a63ce264f86a37849a93b20675a
- Source dataset
- uspto-grants-1985_04
- Patent number
- US04511391
Reaction notes
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