Sodium Iodide → HCID 18629483, compound

HRID 1060785Notes

Reaction equation

HRID 1060785 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:17])[O:14][CH2:15]Cl)=[O:7])([CH3:4])([CH3:3])[CH3:2].[I-:18].[Na+]>C(#N)C>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][NH:12][C:13](=[O:17])[O:14][CH2:15][I:18])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 18629503HCID 18629503, compound

Product 1

HCID 18629483HCID 18629483, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of chloromethyl N-(3-(N-tert-butoxycarbonylamino)-propyl)carbamate (2 g) and sodium iodide (4.5 g) in acetonitrile (15 ml) was stirred for 1 hour at room temperature, evaporated in vacuo, redissolved in dichloromethane and filtered. The filtrate was evaporated in vacuo and the residue was purified by chromatography on silica gel with ethyl acetate/hexane (1:2) as eluent to yield the title compound as colourless crystals.

Workup

  1. customevaporated in vacuo
  2. dissolutionredissolved in dichloromethane
  3. filtrationfiltered
  4. customThe filtrate was evaporated in vacuo
  5. customthe residue was purified by chromatography on silica gel with ethyl acetate/hexane (1:2) as eluent

Sources & evidence

ORD record
ord-f99b9c6c6f7e4e1b9a23785c3ce328c1
Source dataset
uspto-grants-2003_02
Patent number
US06525077B2

Reaction notes

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