Potassium trimethylsilanolate → HCID 59267979, compound

HRID 1037575Notes

Reaction equation

HRID 1037575 reaction equation
C([O:3][C:4](=[O:15])[C:5]([S:8]([N:11]1[CH2:14][CH2:13][CH2:12]1)(=[O:10])=[O:9])([CH3:7])[CH3:6])C.C[Si](C)(C)[O-].[K+]>O1CCCC1.Cl>[N:11]1([S:8]([C:5]([CH3:7])([CH3:6])[C:4]([OH:15])=[O:3])(=[O:10])=[O:9])[CH2:12][CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 23668039Potassium trimethylsilanolateHCID 59267897HCID 59267897, compound

Product 1

HCID 59267979HCID 59267979, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(azetidine-1-sulfonyl)-2-methyl-propionic acid ethyl ester (5.0 g, 21 mmol) in tetrahydrofuran (200 mL) at room temperature is added potassium trimethylsilanolate (8.2 g, 64 mmol). The reaction is stirred for 1 h. After this time, the mixture is diluted with a solution of 1N aqueous hydrochloric acid (50 mL) and extracted with dichloromethane (250 mL). The organic phase is dried (MgSO4), filtered and concentrated under reduced pressure to provide the title compound as a white solid, m/z 208 [M+H+].

Workup

  1. extractionextracted with dichloromethane (250 mL)
  2. dry with materialThe organic phase is dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-122f3f39202444f9b9fed1d2cfa6d4fc
Source dataset
uspto-grants-2013_10
Patent number
US08546563B2

Reaction notes

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