1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → HCID 9833987, compound

HRID 1797398Notes

Reaction equation

HRID 1797398 reaction equation
[OH2:1].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([CH2:27][CH2:28][C@H:29]([OH:35])[C:30]([CH3:34])([CH3:33])[C:31]#[N:32])(C(C)(C)C)(C)C>O1CCCC1>[OH:1][CH2:27][CH2:28][C@H:29]([OH:35])[C:30]([CH3:34])([CH3:33])[C:31]#[N:32]

Participants

4

Reactant 2

HCID 162116731-Butanaminium, N,N,N-tributyl-, fluoride, hydrateHCID 235679315-tert-butyldimethylsilyl-2,2-dimethyl-3(S)hydroxy-pentane-nitrile2×

Product 1

HCID 9833987HCID 9833987, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

12.18 g (46.61 mmol) of tetrabutylammonium fluoride hydrate is added to a solution that consists of 3 g (11.65 mmol) of 5-tert-butyldimethylsilyl-2,2-dimethyl-3(S)hydroxy-pentane-nitrile of the title compound of Example 8b, dissolved in 40 ml of tetrahydrofuran, and it is stirred for 16 hours at room temperature. Then, it is evaporated to the dry state in a vacuum. The residue is purified by RP-18 chromatography (mobile solvent: acetonitrile/water gradient).

Workup

  1. customThen, it is evaporated to the dry state in a vacuum
  2. customThe residue is purified by RP-18 chromatography (mobile solvent: acetonitrile/water gradient)

Sources & evidence

ORD record
ord-2c798bcd99a549069115dc8688a4a024
Source dataset
uspto-grants-2006_04
Patent number
US07034165B2

Reaction notes

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