Trimethylsilyl iodide → HCID 20149471, compound

HRID 568972Notes

Reaction equation

HRID 568972 reaction equation
[C:1]1(=[O:26])[N:5]([CH:6]([CH:9]([F:20])[CH2:10][CH2:11][O:12]CC2C=CC=CC=2)[CH:7]=[CH2:8])[C:4](=[O:21])[C:3]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:2]12.C[Si](I)(C)C>ClCCl>[C:4]1(=[O:21])[N:5]([CH:6]([CH:9]([F:20])[CH2:10][CH2:11][OH:12])[CH:7]=[CH2:8])[C:1](=[O:26])[C:2]2=[CH:25][CH:24]=[CH:23][CH:22]=[C:3]12

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 20149499HCID 20149499, compound

Product 1

HCID 20149471HCID 20149471, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 18 prepared above (20.0 g, 56 mmoles) is dissolved in dry dichloromethane (Baker Blue Label) and treated with trimethylsilyliodide (11.2 g, 56 mmoles) overnight under nitrogen. The mixture is washed with NaHCO3, then with water, dried, and evaporated. The oil obtained, 19, is purified by filtration over silica, washing first with pet. ether (3 L), then with ethyl acetate: 15 g (about quantitative).

Workup

  1. washThe mixture is washed with NaHCO3
  2. dry with materialwith water, dried
  3. customevaporated
  4. customThe oil obtained
  5. filtration19, is purified by filtration over silica
  6. washwashing first with pet. ether (3 L)

Sources & evidence

ORD record
ord-8b93f361e94245a3afb557dabf4b1976
Source dataset
uspto-grants-1988_03
Patent number
US04730006

Reaction notes

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