Methyl iodide → HCID 68695542, compound

HRID 1437382Notes

Reaction equation

HRID 1437382 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[C@H:7]([OH:19])[CH2:6]1)=[O:4].[CH3:20]I>ClCCl.[Ag-]=O>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([NH:11][C:12]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:13])[C@H:7]([O:19][CH3:20])[CH2:6]1)=[O:4]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 68703426HCID 68703426, compound

Product 1

HCID 68695542HCID 68695542, compound

Reagents, catalysts & solvents 2

HCID 178418778HCID 178418778, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of alcohol (d) (6.5 g, 24 mmol), silver(I) oxide (16.5 g, 72 mmol), methyl iodide (4.5 ml) and 3 A molecular sieves (10 g) in dichloromethane (100 ml) was stirred at room temperature for 18 hours. The mixture was filtered and evaporated. The residue was chromatographed on silica eluting with 1:2 ethyl acetate:petrol affording an oil (5.47 g, 80%).

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customThe residue was chromatographed on silica eluting with 1:2 ethyl acetate

Sources & evidence

ORD record
ord-0e02d90130ec443fa19c9b60d4cb4888
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

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