Ammonium Hydroxide → HCID 178458791, compound

HRID 2236537Notes

Reaction equation

HRID 2236537 reaction equation
[OH:1][CH2:2][C:3]1O[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH3:13])[C:7](=[O:9])[CH:8]=1.[OH-].[NH4+:15]>>[OH:1][CH2:2][C:3]1[CH:8]=[C:7]([OH:9])[C:6]([O:10][CH2:11][CH2:12][CH3:13])=[CH:5][N:15]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 426257524H-Pyran-4-one, 2-(hydroxymethyl)-5-propoxy-

Product 1

HCID 178458791HCID 178458791, compound

Conditions

Temperature
90 °C

Procedure

A mixture of 2-hydroxymethyl-5-propoxy-pyran-4-one (30.0 g, 0.163 mole), 150 mL ammonium hydroxide is stirred and heated in a sealed vessel at 90° C. for 2 hours. The reaction mixture is cooled, evaporated to dryness in-vacuo, taken up in 15% methanol in chloroform and passed thru a pad of magnesol and silica gel eluting with the same solvent. The eluate is evaporated, treated with acetone, filtered, washed with acetone and air dried to give a-grey solid, 8.03 g, (80%), m.p. 159-60° C.; MS (ES+): m/z 184.3 (M+H).

Workup

  1. temperatureThe reaction mixture is cooled
  2. customevaporated to dryness in-vacuo
  3. customThe eluate is evaporated
  4. additiontreated with acetone
  5. filtrationfiltered
  6. washwashed with acetone and air
  7. customdried
  8. customto give a-grey solid, 8.03 g, (80%), m.p. 159-60° C.

Sources & evidence

ORD record
ord-a94ce28edfe34aef90184ddc8c66a0bb
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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