Dimethylformamide → 5-Ethyl-2-furaldehyde

HRID 235108

Reaction equation

HRID 235108 reaction equation
CN([CH:4]=[O:5])C.O=P(Cl)(Cl)Cl.[CH2:11]([C:13]1[O:14][CH:15]=[CH:16][CH:17]=1)[CH3:12]>>[CH2:11]([C:13]1[O:14][C:15]([CH:4]=[O:5])=[CH:16][CH:17]=1)[CH3:12]

Participants

4

Conditions

Temperature
0 °C

Procedure

A sample of DMF (9.3 mL, 120 mmol) was cooled to 0° C. and POCl3 (3.37 g, 22 mmol) was added, the mixture was stirred for 1 hour at 0° C., then 2-ethyl furan (1.92 g, 20 mmol) was added. The reaction was quenched by pouring onto ice, and the mixture was stirred for 18 hours. The mixture was extracted with hexane, which was dried over MgSO4 and concentrated to give 1.71 g of the title compound (used without further purification).

Workup

  1. customThe reaction was quenched
  2. additionby pouring onto ice
  3. stirringthe mixture was stirred for 18 hours
  4. extractionThe mixture was extracted with hexane, which
  5. dry with materialwas dried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8d178fb4c5434ea987c1f70c41398c35
Source dataset
uspto-grants-1997_01
Patent number
US05597832

Linked notes

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