Hydroxyamine hydrochloride → HCID 86607960, compound

HRID 2061335Notes

Reaction equation

HRID 2061335 reaction equation
[CH3:1][CH2:2][C@@H:3]([CH:28]([CH3:30])[CH3:29])[CH2:4][CH2:5][C@H:6]([C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15](=[CH:16][C:17](=O)[CH2:18][CH2:19]2)[CH2:14][CH2:13]3)[CH2:10][CH2:9]1)[CH3:7].Cl.[NH2:32][OH:33]>N1C=CC=CC=1>[CH3:1][CH2:2][C@@H:3]([CH:28]([CH3:30])[CH3:29])[CH2:4][CH2:5][C@H:6]([C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15](=[CH:16][C:17](=[N:32][OH:33])[CH2:18][CH2:19]2)[CH2:14][CH2:13]3)[CH2:10][CH2:9]1)[CH3:7]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 5484202Stigmast-4-en-3-one

Product 1

HCID 86607960HCID 86607960, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 mg of 4-stigmasta-ene-3-one (0.24 mmol) is solubilized in 10 ml of pyridine in a 50 ml flask, then 100 mg of hydroxylamine hydrochloride is added. Stirring is maintained for 24 hours at ambient temperature, and the solvent is evaporated off under reduced pressure. Water then ethyl acetate is added in order to carry out an extraction. Then the organic phase is washed with an acidified aqueous solution (HCl 1%). The ethyl acetate is evaporated off under reduced pressure. A white powder is obtained with a yield greater than 50%.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. additionWater then ethyl acetate is added in order
  3. extractionan extraction
  4. washThen the organic phase is washed with an acidified aqueous solution (HCl 1%)
  5. customThe ethyl acetate is evaporated off under reduced pressure
  6. customA white powder is obtained with a yield greater than 50%

Sources & evidence

ORD record
ord-56e645a8dc5f4a43bbdcea8b26e3c395
Source dataset
uspto-grants-2012_10
Patent number
US08283341B2

Reaction notes

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