Methylhydroxylamine → HCID 13137243, compound

HRID 978613Notes

Reaction equation

HRID 978613 reaction equation
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[CH3:12][NH:13][OH:14]>>[CH2:1]([C:4]1[C:5](=[O:11])[CH2:6][CH:7]([N:13]([OH:14])[CH3:12])[C:8]=1[CH3:9])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 11647MethylhydroxylamineHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Product 1

HCID 13137243HCID 13137243, compoundYield 91.2%

Procedure

2-Allyl-3-hydroxy-3-methyl-4-cyclopentenone (15.2 g) was dropwise added to a 25% aqueous solution of N-methylhydroxylamine (30 g) in the same flask as used in Example 1 at a temperature of 15° to 25° C. for 1 hour. At the same temperature, the reaction mixture was kept for 2 hours. After completion of the reaction, the mixture was treated and purified in the same manner as in Example 5 to obtain 2-allyl-3-methyl-4-(N-hydroxy-N-methylamino)-2-cyclopentenone (16.5 g). Yield, 91%. nD20 1.5102.

Workup

  1. waitAt the same temperature, the reaction mixture was kept for 2 hours
  2. customAfter completion of the reaction
  3. additionthe mixture was treated
  4. custompurified in the same manner as in Example 5

Sources & evidence

ORD record
ord-a312931716ed4861805bf34c5dd0be10
Source dataset
uspto-grants-1987_05
Patent number
US04665174

Reaction notes

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