O-ethylhydroxylamine hydrochloride → HCID 136109317, compound

HRID 235604Notes

Reaction equation

HRID 235604 reaction equation
[C:1]([C:6]1[C:7](=[O:25])[CH2:8][CH:9]([C:13]2[CH:22]=[C:21]([CH3:23])[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH3:24])[CH2:10][C:11]=1[OH:12])(=O)[CH2:2][CH2:3][CH3:4].Cl.[CH2:27]([O:29][NH2:30])[CH3:28].O.O.O.C([O-])(=O)C.[Na+]>C(O)C>[CH3:24][C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:21]([CH3:23])=[CH:22][C:13]=1[CH:9]1[CH2:10][C:11](=[O:12])[C:6]([C:1](=[N:30][O:29][CH2:27][CH3:28])[CH2:2][CH2:3][CH3:4])=[C:7]([OH:25])[CH2:8]1

Participants

5

Reactant 3

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 23665404Sodium Acetate TrihydrateHCID 178450309HCID 178450309, compound

Product 1

HCID 136109317HCID 136109317, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-butyryl-5-(1,4-dimethylnaphth-2-yl)-3-hydroxycyclohex-2-en-1-one (0.25 g), ethoxyamine hydrochloride (1.3 equiv) and sodium acetate trihydrate (1.3 equiv) were stirred in ethanol (30 ml) at room temperature for 4 hr. The mixture was then immediately extracted with ether. The dried (MgSO4) organic extract was evaporated to give 5-(1,4-dimethylnaphth-2-yl)-2-[1-(ethoxyimino)butyl]-3-hydroxycyclohex-2-en-1-one as a pale yellow oil. The product was characterized by proton nuclear magnetic resonance spectroscopy and the spectroscopic data is recorded in Table 4, Example 10.

Workup

  1. extractionThe mixture was then immediately extracted with ether
  2. dry with materialThe dried (MgSO4)
  3. extractionorganic extract
  4. customwas evaporated

Sources & evidence

ORD record
ord-e92168529cb8454cb26c838eb4ed9cf6
Source dataset
uspto-grants-1987_02
Patent number
US04640708

Reaction notes

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