Hydroxyamine hydrochloride → HCID 73868111, compound

HRID 2249339Notes

Reaction equation

HRID 2249339 reaction equation
C([O-])(=O)C.[Na+].[O:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11]1[CH:20]=[C:19]2[C:14]([C:15](=O)[CH:16]([CH3:21])[CH2:17][O:18]2)=[CH:13][CH:12]=1.Cl.[NH2:24][OH:25]>CO>[O:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11]1[CH:20]=[C:19]2[C:14]([C:15](=[N:24][OH:25])[CH:16]([CH3:21])[CH2:17][O:18]2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 221751667-Furyl-3-methyl-4-chromanone

Product 1

HCID 73868111HCID 73868111, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium acetate (395 mg, 4.82 mmol) was added portionwise to a solution of 7-furyl-3-methyl-4-chromanone (60) (500 mg, 2.19 mmol) and hydroxylamine hydrochloride (167 mg, 2.41 mmol) in methanol (5 mL), and stirred overnight at room temperature. The reaction was quenched with H2O and extracted with ether (2×25 mL). The combined organic layers were dried over MgSO4, filtered and concentrated to give 7-furyl-3-methyl-4-chromanone oxime (61) as a white solid, m.p. 175-177° C.

Workup

  1. customThe reaction was quenched with H2O
  2. extractionextracted with ether (2×25 mL)
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f1805c5b5ce54649bf0d13dcfa6855ce
Source dataset
uspto-grants-2008_01
Patent number
USRE039991E1

Reaction notes

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