Iodoethane → HCID 54234050, compound

HRID 2051591Notes

Reaction equation

HRID 2051591 reaction equation
[NH2:1][C@@H:2]([CH2:5][CH:6]([CH3:8])[CH3:7])[CH2:3][SH:4].[H-].[Na+].[CH2:11](I)[CH3:12]>C1COCC1>[NH2:1][C@@H:2]([CH2:5][CH:6]([CH3:8])[CH3:7])[CH2:3][S:4][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydride2×HCID 1393112-Amino-4-methylpentane-1-thiol

Product 1

HCID 54234050HCID 54234050, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(S)-2-Amino-4-methyl-1-pentanethiol (6.66 g, 50 mmol) is added over 45 minutes to a well stirred slurry of 60% sodium hydride (2.0 g, 50 mmol) in THF (50 mL) at room temperature under N2. After all of the sodium hydride has reacted, a solution of ethyl iodide (4 mL, 50 mmol) in THF (50 mL) is added and the reaction stirred at 20°-25° C. for 18 hours. THF is removed under reduced pressure and the residue partitioned between diethylether and brine. The ether extract is dried (Na2SO4), filtered and concentrated under reduced pressure. Flash chromatograp

Workup

  1. customTHF is removed under reduced pressure
  2. customthe residue partitioned between diethylether and brine
  3. extractionThe ether extract
  4. dry with materialis dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ea3cc594a12c4829b6285a8e058a0629
Source dataset
uspto-grants-1991_05
Patent number
US05019647

Reaction notes

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