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Triethylamine → (6-Oxopiperidin-2-yl)methyl methanesulfonate

HRID 2277070
Notes
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Reaction equation

HRID 2277070 reaction equation
[OH:1][CH2:2][CH:3]1[NH:8][C:7](=[O:9])[CH2:6][CH2:5][CH2:4]1.CCN(CC)CC.[S:17](Cl)([CH3:20])(=[O:19])=[O:18]>C(Cl)Cl>[CH3:20][S:17]([O:1][CH2:2][CH:3]1[CH2:4][CH2:5][CH2:6][C:7](=[O:9])[NH:8]1)(=[O:19])=[O:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 145063136-(Hydroxymethyl)piperidin-2-one

Product 1

HCID 90404452(6-Oxopiperidin-2-yl)methyl methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

6-(Hydroxymethyl)piperidin-2-one (1.0 g, 7.8 mmol) and Et3N (1.1 ml, 7.8 mmol) in DCM (5 ml) was added into mesyl chloride (0.88 g, 7.8 mmol) in DCM (20 ml) at 0° C. The reaction mixture was stirred at room temperature for 15 mins. The reaction mixture was washed with 1 N HCl (20 ml) and brine (40 ml), dried over anhydrous Na2SO4 and concentrated under reduced pressure to give (6-oxopiperidin-2-yl)methyl methanesulfonate which was used in the next step without additional purification. Yield (quant.).

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. washThe reaction mixture was washed with 1 N HCl (20 ml) and brine (40 ml)
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d7b04cd1ce0e4bb3a353ab45b4e6d790
Source dataset
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09133154B2

Reaction notes

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