Triethylamine → HCID 3812935, compound

HRID 1786141Notes

Reaction equation

HRID 1786141 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:13][S:14](Cl)(=[O:16])=[O:15]>ClCCl>[CH3:13][S:14]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:16])=[O:15]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 31297Methanesulfonyl chloride

Product 1

HCID 3812935HCID 3812935, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of pyrrolidine (8.25 g, 116 mmol) in dichloromethane (120 mL) were added triethylamine (19.0 mL, 139 mmol) followed by addition of methanesulfonyl chloride (9.0 mL, 116 mmol) at 0° C. The reaction was allowed to stir while warming up to rt. overnight, which was transferred to a separatory funnel and washed twice with 1.0N HCl and brine once. Organic phase was dried over magnesium sulfate, filtered and solvent was removed to leave a pure title product as a white solid. Step B: 1-(Pyrrolidin-1-ylsulfonyl)propan-2-one

Workup

  1. customovernight, which was transferred to a separatory funnel
  2. washwashed twice with 1.0N HCl and brine once
  3. dry with materialOrganic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. customsolvent was removed

Sources & evidence

ORD record
ord-25d1460d8f074930a96f65e0a30e9f67
Source dataset
uspto-grants-2009_03
Patent number
US07507730B2

Reaction notes

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