Hydroxyamine hydrochloride → HCID 86607958, compound

HRID 1803827Notes

Reaction equation

HRID 1803827 reaction equation
[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=O)[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].Cl.[NH2:30][OH:31]>N1C=CC=CC=1>[CH3:1][C:2](=[CH:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C:16](=[CH:17][C:18](=[N:30][OH:31])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 24752745HCID 24752745, compound

Product 1

HCID 86607958HCID 86607958, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 mg of 4,24-cholestadien-3-one (0.26 mmol) is solubilized in 5 ml of pyridine in a 10 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 are 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 are 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-60f74e1ce9344545bb68c8eba2052c93
Source dataset
uspto-grants-2013_01
Patent number
US08354395B2

Reaction notes

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