Iodoethane → HCID 9799580, compound

HRID 567063Notes

Reaction equation

HRID 567063 reaction equation
[CH2:1]([N:3]([CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH2:19][CH2:20][OH:21])[CH:16]=2)[O:11][C:10]([CH3:23])([CH3:22])[CH2:9]1)[S:4]([CH3:7])(=[O:6])=[O:5])[CH3:2].[H-].[Na+].[CH2:26](I)[CH3:27]>CC(N(C)C)=O>[CH2:26]([O:21][CH2:20][CH2:19][O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[O:11][C:10]([CH3:22])([CH3:23])[CH2:9][CH:8]2[N:3]([CH2:1][CH3:2])[S:4]([CH3:7])(=[O:5])=[O:6])[CH3:27]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 9841033HCID 9841033, compound

Product 1

HCID 9799580HCID 9799580, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

2.3 g (6.7 mmol) of N-ethyl-N-[6-(2-hydroxyethoxy)-2,2-dimethylchroman-4-yl]methanesulfonamide (Example 8) were alkylated with 0.48 g (about 10 mmol) of NaH (80 percent dispersion) and 1.6 ml (about 20 mmol) of ethyl iodide in 50 ml of DMA under nitrogen. After working up and purification by column chromatography on silica gel, 1.0 g of the title compound was crystallized from corresponding fractions using petroleum ether, m.p. 73-75° C.

Workup

  1. custompurification by column chromatography on silica gel, 1.0 g of the title compound
  2. customwas crystallized from corresponding fractions

Sources & evidence

ORD record
ord-70874595e67543849b090c00902e1f06
Source dataset
uspto-grants-2001_01
Patent number
US06177449B1

Reaction notes

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