Triethylamine → HCID 14609733, compound

HRID 2118784Notes

Reaction equation

HRID 2118784 reaction equation
[C:1]([CH:6]1[NH:9][C:8](=[O:10])[CH:7]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O:3][CH2:4][CH3:5])=[O:2].C(N(CC)CC)C.[F:24][C:25]([F:29])([F:28])[S:26]Cl>C(Cl)Cl.CCOCC>[C:1]([CH:6]1[N:9]([S:26][C:25]([F:29])([F:28])[F:24])[C:8](=[O:10])[CH:7]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 67900Methanesulfenyl chloride, trifluoro-HCID 14543819HCID 14543819, compound

Product 1

HCID 14609733HCID 14609733, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1.2 g of 4-carboethoxy-3-phenylazetidin-2-one and 1.2 ml of triethylamine in 25 ml of methylene chloride at 0° was added dropwise over 10 minutes 11.25 ml of a 10% solution of trifluoromethanesulfenyl chloride in ether. After stirring for several hours the solution was washed with water, dried over sodium sulfate, filtered and evaporated. The crude residue was chromatographed to yield pure 4-carboethoxy-3-phenyl-1-trifluoromethanesulfenylazetidin-2-one as an oil.

Workup

  1. washwas washed with water
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe crude residue was chromatographed

Sources & evidence

ORD record
ord-2dc38b01da354a72997a6762dd3e401b
Source dataset
uspto-grants-1987_07
Patent number
US04680391

Reaction notes

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