Sodium Hydroxide → Maltol

HRID 46436Notes

Reaction equation

HRID 46436 reaction equation
[OH:1][CH:2]([C:4]1[O:5][CH:6]=[CH:7][C:8]=1[O:9]C)[CH3:3].ClCl.[OH-].[Na+]>CO.O>[CH3:3][C:2]1[O:1][CH:6]=[CH:7][C:8](=[O:9])[C:4]=1[OH:5]

Participants

6

Conditions

Temperature
90 °C

Procedure

2-(1-hydroxyethyl)-3-methoxy-furan (0.350 g, 2.5 mmole) in 4 ml of methanol and 1 ml of water was added to a solution of 2 ml of methanol and 5 ml of water as chlorine gas (2.5 mmoles) was added to the well stirred reaction. The temperature of the reaction was kept below -10° C. at all times. Following the addition the reaction was heated to 90° C. for 3 hours. After cooling, the reaction was adjusted to a pH 2.2 with 50% NaOH solution, the reaction was extracted with chloroform and the chloroform concentrated to yield maltol.

Workup

  1. additionwas added to the well
  2. customreaction
  3. customwas kept below -10° C. at all times
  4. additionthe addition the reaction
  5. temperatureAfter cooling
  6. extractionthe reaction was extracted with chloroform
  7. concentrationthe chloroform concentrated

Sources & evidence

ORD record
ord-cab21f48b93249e88dbacd4669c7c946
Source dataset
uspto-grants-1979_11
Patent number
US04173572

Reaction notes

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