Tetrahydrofuran → HCID 67820647, compound

HRID 1197537Notes

Reaction equation

HRID 1197537 reaction equation
[CH:1]1[C:10]2[C:9]3([C:15]([O:17]CC)=[O:16])[CH2:11][CH:12]=[CH:13][CH2:14][CH:8]3[CH2:7][O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C[Si](C)(C)[O-].[K+].[CH2:26]1COC[CH2:27]1>>[CH2:26]([C:1]1[C:10]2[C:9]3([C:15]([OH:17])=[O:16])[CH2:11][CH:12]=[CH:13][CH2:14][CH:8]3[CH2:7][O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1)[CH3:27]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 15657643HCID 15657643, compoundHCID 23668039Potassium trimethylsilanolate

Product 1

HCID 67820647HCID 67820647, compound

Procedure

A solution of the compound from Example 16 (4.4 g, 17 mmol) and potassium trimethylsilanolate (4.36 g, 34 mmol) in 50 ml THF was refluxed for 2 hours. The precipitate was collected by filtration, dissolved in water and acidified with 1N HCl. After further workup, the title compound was obtained as a white solid (3.9 g, 99%).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. dissolutiondissolved in water

Sources & evidence

ORD record
ord-610e625cfdec46b28e8b491b736c1809
Source dataset
uspto-grants-1994_01
Patent number
US05276053

Reaction notes

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