Diethyl Ether → HCID 13631104, compound

HRID 2413709Notes

Reaction equation

HRID 2413709 reaction equation
[O:1]=[C:2]1[CH2:5][CH2:4][N:3]1[CH2:6][C:7]([O:9]CC)=O.O.[NH3:13].C(Cl)(Cl)Cl.CCOCC>CO>[O:1]=[C:2]1[CH2:5][CH2:4][N:3]1[CH2:6][C:7]([NH2:13])=[O:9]

Participants

6

Procedure

In 0.8 ml of methanol was dissolved 843 mg of compound (19) and 0.4 ml of conc. ammonia water was added to the solution under ice cooling followed by stirring at room temperature for 18 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography (30 g of silica gel, chloroform-methanol=10:1) to obtain 550 mg of a roughly purified product. The product was treated with a solvent mixture of 3 ml of chloroform and 3 ml of ether to crystallize. Thus 360 mg of α-(2-oxo-1-azetidinyl)acetamide (22) was obtained as colorless crystals.

Workup

  1. additionwas added to the solution under ice cooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography (30 g of silica gel, chloroform-methanol=10:1)
  4. customto obtain 550 mg of a roughly purified product
  5. customto crystallize

Sources & evidence

ORD record
ord-58eab94efa0847459be40573bd5bc63d
Source dataset
uspto-grants-1988_01
Patent number
US04719207

Reaction notes

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