Dichloromethane → HCID 18969758, compound

HRID 399074Notes

Reaction equation

HRID 399074 reaction equation
[CH3:1][C:2]1([CH3:23])[CH:5]([OH:6])[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:3]1[C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=1.[CH2:24](Cl)Cl>[Ag]=O>[CH3:1][C:2]1([CH3:23])[CH:5]([O:6][CH3:24])[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[C:3]1[C:13]1[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 18969768HCID 18969768, compound

Product 1

HCID 18969758HCID 18969758, compound

Reagents, catalysts & solvents 1

HCID 92152Silver(II) oxideCatalyst

Procedure

To a solution of Example 62 (70 mg) in CH2Cl2 (1 mL) at r.t., was added silver oxide (100 mg) and Mel (1 mL). The mixture was stirred reflux for 18 hr, cooled to r.t., filtered through celite® and the solvents evaporated. The residue was purified by flash chromatography (silica gel; hexane/EtOAc (85:15)) to give the title product as a white solid, m.p. 130°-132° C.

Workup

  1. temperaturereflux for 18 hr
  2. filtrationfiltered through celite®
  3. customthe solvents evaporated
  4. customThe residue was purified by flash chromatography (silica gel; hexane/EtOAc (85:15))

Sources & evidence

ORD record
ord-d4ee7846f8734db49c8532fcd1ad123b
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

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