5-Hydroxy-2-pentanone → 3-Acetyl-1-propyloxy-propane

HRID 1871201Notes

Reaction equation

HRID 1871201 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][OH:7])(=[O:3])[CH3:2].[CH2:8](OS(=O)(=O)OCCC)[CH2:9][CH3:10].[OH-].[K+]>>[C:1]([CH2:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][CH3:10])(=[O:3])[CH3:2]

Participants

4

Conditions

Temperature
75 °C

Procedure

50 Grams of 3-acetyl-1-propanol was placed in a round-bottom flask, and 98 g of di-n-propylsulfuric acid and 90 ml of a 40% potassium hydroxide aqueous solution were concurrently dropwise added. The reaction temperature was maintained at 70 to 80° C. by adjusting the dropping amount. After the completion of the reaction, the reaction mixture was extracted with ether, and an ether layer was washed with water and then dried over anhydrous sodium sulfate. The ether was distilled off, and the remainder was vacuum-distilled for isolation and purification, to give 34.8 g of an end product (85° C./20 mmHg; yield 50%).

Workup

  1. customAfter the completion of the reaction
  2. extractionthe reaction mixture was extracted with ether
  3. washan ether layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe ether was distilled off
  6. distillationthe remainder was vacuum-distilled for isolation and purification

Sources & evidence

ORD record
ord-1c4d36907fd4435aa2595881e6d5186a
Source dataset
uspto-grants-2000_08
Patent number
US06103517

Reaction notes

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