Tert-Butylamine → 115719-94-3

HRID 504599Notes

Reaction equation

HRID 504599 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.[Cl:13][CH2:14][S:15](Cl)(=[O:17])=[O:16]>C(OCC)C.C(OCC)(=O)C>[C:1]([NH:5][S:15]([CH2:14][Cl:13])(=[O:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 6385Tert-ButylamineHCID 79724-MethylmorpholineHCID 77054(Chloromethyl)sulfonyl chloride

Product 1

HCID 282245115719-94-3Yield 64.3%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

At 0° C., to a mixture of tert-butylamine (10.3 g, 141 mmol) and N-methylmorpholine (14.9 g, 147 mmol) in diethyl ether (200 mL) was added dropwise a solution of chloromethanesulfonyl chloride (20 g, 134 mmol) in diethyl ether (400 mL). After stirred for 5 h, the solution was diluted with ethyl acetate (200 mL). The organic phase was washed with HCl solution (1 N), water and brine, dried over anhydrous Na2SO4 and concentrated to give the title compound as a colorless oil (16 g).

Workup

  1. washThe organic phase was washed with HCl solution (1 N), water and brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-df1029465e124975874e7f9389b811f8
Source dataset
uspto-grants-2010_08
Patent number
US07776875B2

Reaction notes

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