Methanol → HCID 23154589, compound

HRID 2244122Notes

Reaction equation

HRID 2244122 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][CH2:28][N:29]1[CH2:33][CH2:32][N:31]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[C:30]1=[O:41])(C(C)(C)C)(C)C.CO>O1CCCC1>[OH:26][CH2:27][CH2:28][N:29]1[CH2:33][CH2:32][N:31]([C:34]([O:36][C:37]([CH3:39])([CH3:38])[CH3:40])=[O:35])[C:30]1=[O:41]

Participants

5

Reactant 3

HCID 887MethanolHCID 2724141Tetrabutylammonium FluorideHCID 23154584HCID 23154584, compound

Product 1

HCID 23154589HCID 23154589, compoundYield 93.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A 1.0M solution of tetra-n-butylammonium fluoride in tetrahydrofuran (4.35 ml) was added to a solution of tert-butyl 3-[2-(tert-butyldimethylsilanyloxy)ethyl]-2-oxoimidazolidine-1-carboxylate (1.50 g) in tetrahydrofuran (15 ml), and the mixture was stirred for 1 hour at room temperature. Methanol (1 ml) was added to the reaction solution, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1→10:1) to yield tert-butyl 3-(2-hydroxyethyl)-2-oxoimidazolidine-1-carboxylate (940 mg) as a colorless oil.

Workup

  1. customthe solvent was evaporated
  2. customThe residue was purified by silica gel column chromatography (chloroform:methanol=20:1→10:1)

Sources & evidence

ORD record
ord-41978983c00d4474b6b918b3a7e8bafb
Source dataset
uspto-grants-2010_03
Patent number
US07678810B2

Reaction notes

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