Hydroxyamine hydrochloride → HCID 73868111, compound

HRID 1797031Notes

Reaction equation

HRID 1797031 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-b0a1e00c584f476ab8c90712a1e7f501
Source dataset
uspto-grants-2006_04
Patent number
US07034035B2

Reaction notes

Loading…