O-ethylhydroxylamine hydrochloride → HCID 136136457, compound

HRID 2165331Notes

Reaction equation

HRID 2165331 reaction equation
[C:1]([C:6]1[C:7](=[O:19])[O:8][C:9]2([CH2:18][S:17][CH2:16][CH2:15][S:14][CH2:13]2)[CH2:10][C:11]=1[OH:12])(=O)[CH2:2][CH2:3][CH3:4].Cl.[CH2:21]([O:23][NH2:24])[CH3:22]>CO>[CH2:21]([O:23][N:24]=[C:1]([C:6]1[C:7](=[O:19])[O:8][C:9]2([CH2:18][S:17][CH2:16][CH2:15][S:14][CH2:13]2)[CH2:10][C:11]=1[OH:12])[CH2:2][CH2:3][CH3:4])[CH3:22]

Participants

4

Reactant 2

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 178450305HCID 178450305, compound

Product 1

HCID 136136457HCID 136136457, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The acylated compound (8.52) (0.453 g, 1.50 mmol) was oximated with ethoxyamine hydrochloride (0.195 g, 2.00 mmol) in methanol (10 ml) as described in Part (c) of the general procedure above to afford a product which was recrystallized from ether to give the title compound (6.25) (0.170 g, 33%) as white microcrystals m.p. 108°-110° C. Mass spectrum m/z 346 (M+1). 1H n.m.r. δ (CDCl3) 4.11, q, J 7 Hz, OCH2CH3 ; 3.95-1.1, complex, 14H; 1.33, t, J 7 Hz, OCH2CH3 ; 1.00, t, J 7 Hz CH2CH2CH3.

Workup

  1. customto afford a product which
  2. customwas recrystallized from ether

Sources & evidence

ORD record
ord-491af3ec97fc409d858e11e79b5e2a5e
Source dataset
uspto-grants-1990_07
Patent number
US04939278

Reaction notes

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