(Ethylsulfanyl)(iodomethoxy)methanone → HCID 14800949, compound

HRID 1609746Notes

Reaction equation

HRID 1609746 reaction equation
[C:1]([NH:4][CH2:5][C:6]([O-:8])=[O:7])(=[O:3])[CH3:2].[K+].[C:10](=[O:17])([S:14][CH2:15][CH3:16])[O:11][CH2:12]I>>[C:10](=[O:17])([S:14][CH2:15][CH3:16])[O:11][CH2:12][O:7][C:6](=[O:8])[CH2:5][NH:4][C:1](=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 11436522(Ethylsulfanyl)(iodomethoxy)methanoneHCID 23696847HCID 23696847, compound

Product 1

HCID 14800949HCID 14800949, compound

Procedure

Finely powdered potassium N-acetylglycinate (5.8 g, 37 mmol) and TBA I (1.2 g, 3.4 mmol) are thoroughly mixed and shaken for 5 min with 5b (8.3 g, 34 mmol). The mixture is left for 48 h at room temperature and then extracted with Et2O (4×40 mL). The combined extracts are filtered and evaporated. The residue (6.4 g) is thoroughly extracted with pentane (4×25 mL) to remove unreacted 5b. The residue is freed from remaining traces of pentane by evaporation leaving 3.7 g of 6tb (46%).

Workup

  1. extractionextracted with Et2O (4×40 mL)
  2. filtrationThe combined extracts are filtered
  3. customevaporated
  4. extractionThe residue (6.4 g) is thoroughly extracted with pentane (4×25 mL)
  5. customto remove unreacted 5b
  6. customby evaporation
  7. customleaving 3.7 g of 6tb (46%)

Sources & evidence

ORD record
ord-e965e467c6d444879b817a42ec5c3846
Source dataset
uspto-grants-1995_03
Patent number
US05401868

Reaction notes

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