Sodium Chloride → HCID 13037851, compound

HRID 434574Notes

Reaction equation

HRID 434574 reaction equation
P([O-])(O)(O)=O.[K+].[OH-:7].[Na+].[CH3:9][CH:10]([CH:13]([C:15]1[O:16][CH:17]=[CH:18][CH:19]=1)O)[CH:11]=[CH2:12].[Cl-].[Na+]>O>[CH3:9][CH:10]([C:13]1[C:15](=[O:16])[CH2:19][CH:18]([OH:7])[CH:17]=1)[CH:11]=[CH2:12]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 14798Sodium Hydroxide2×HCID 516951Monobasic potassium phosphateHCID 11788394HCID 11788394, compound

Product 1

HCID 13037851HCID 13037851, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

Water (500 ml) and potassium dihydrogenphosphate (2.0 g) were placed in an autoclave, and the mixture was adjusted to pH 5.1 with an aqueous 1N NaOH solution at 30° C. α-Methylallyl-2-furylcarbinol (15 g) was then added, and the mixture was heated at 150° C. for 5.5 hours while stirring. After cooling, the reaction mixture was adjusted to pH 7.1 with an aqueous 1N NaOH solution at 30° C. and re-heated at 150° C. for 5 hours while stirring. After completion of the reaction, the mixture was admixed with sodium chloride (10 g) and extracted with methyl isobutyl ketone. The solvent was removed from the reaction mixture, and distillation of the resulting residue gave 2-(α-methylallyl)-4-hydroxy-2-cyclopentenone with the yield of 12 g (80%). B.P., 88°-90° C./0.12 mmHg.

Workup

  1. additionwas then added
  2. temperatureAfter cooling
  3. temperaturere-heated at 150° C. for 5 hours
  4. stirringwhile stirring
  5. customAfter completion of the reaction
  6. extractionextracted with methyl isobutyl ketone
  7. customThe solvent was removed from the reaction mixture, and distillation of the resulting residue

Sources & evidence

ORD record
ord-d075e51516004ebdb9acfb4ebc39aef5
Source dataset
uspto-grants-1983_08
Patent number
US04398043

Reaction notes

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