Water → N-Cyclopentyl-N-methoxy-2,5-dimethyl-3-furancarboxamide

HRID 1730809

Reaction equation

HRID 1730809 reaction equation
[CH:1]1([N:6]([C:8]([C:10]2[CH:14]=[C:13]([CH3:15])[O:12][C:11]=2[CH3:16])=[O:9])[OH:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].O.S(OC)(O[CH3:24])(=O)=O>ClCCl>[CH3:24][O:7][N:6]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1)[C:8]([C:10]1[CH:14]=[C:13]([CH3:15])[O:12][C:11]=1[CH3:16])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 21496542N-cyclopentyl-2,5-dimethylfuran-3-hydroxamic acid

Product 1

HCID 21496535N-Cyclopentyl-N-methoxy-2,5-dimethyl-3-furancarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

14.3 Parts of N-cyclopentyl-2,5-dimethylfuran-3-hydroxamic acid is dissolved in 100 parts of dichloromethane; to this solution there is added a solution of 7.7 parts of sodium hydroxide in 50 parts of water. 16.1 parts of dimethyl sulfate is then dripped into this mixture. After stirring the mixture for 1 hour, the dichloromethane phase is separated, washed with water until neutral, dried over anhydrous sodium sulfate and evaporated. There is obtained 12.1 parts of O-methyl-N-cyclopentyl-2,5-dimethylfuran-3-hydroxamic acid having a boiling point at 0.1 mm Hg of from 103° to 105° C and the refractive index ND25 : 1.5060. ##SPC10##

Workup

  1. customthe dichloromethane phase is separated
  2. washwashed with water until neutral,
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-7c5e676fb67746368dccc926237a11b8
Source dataset
uspto-grants-1976_11
Patent number
US03993772

Linked notes

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