Tert-Butylamine → N-tert-butylhex-5-yn-1-amine

HRID 1971722Notes

Reaction equation

HRID 1971722 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11])(=O)=O.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>>[C:12]([NH:16][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[CH:11])([CH3:15])([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 12714590Hex-5-yn-1-yl methanesulfonate

Product 1

HCID 58124927N-tert-butylhex-5-yn-1-amine

Procedure

A solution of 3.5 g of 17b in 30 ml of tert-butyl amine was stirred at ambient temperature for 24 hrs. The reaction mixture was concentrated and the residues were partitioned between ethyl acetate and 5% NaHCO3. The organic layer was dried and concentrated, to provide 3.0 g of 17c as a colorles oil, which was used without further purification in next step.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residues were partitioned between ethyl acetate and 5% NaHCO3
  3. customThe organic layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1de28f9e96174751b03b26ce56636649
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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