Potassium Cyanide → HCID 86718457, compound

HRID 1396638Notes

Reaction equation

HRID 1396638 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:25]([O-:27])=[O:26])=[C:6]([CH:24]=1)[O:7][C@@H:8]1[CH2:12][O:11][C@@H:10]2[C@H:13](OS(C(F)(F)F)(=O)=O)[CH2:14][O:15][C@H:9]12.[C-:28]#[N:29].[K+].C1OCCOCCOCCOCCOCCOC1>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:25]([O-:27])=[O:26])=[C:6]([CH:24]=1)[O:7][C@H:8]1[C@H:9]2[O:15][CH2:14][C@H:13]([C:28]#[N:29])[C@H:10]2[O:11][CH2:12]1

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 2855718-Crown-6HCID 86718458HCID 86718458, compound

Product 1

HCID 86718457HCID 86718457, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.4 g (1.0 mmol) [(3R,3aR,6R,6aS)-3-(5-fluoro-2-nitro-phenoxy)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]trifluoromethanesulfonate (prepared as described for III.3 from III.1), 0.1 g (1.5 mmol) potassium cyanide and 0.3 g (1.0 mmol) 18-crown-6 in THF is stirred at RT for 3 h. The reaction mixture is filtered through celite and evaporated. The residue is taken up in EtOAc washed with water, dried and evaporated. The residue is purified by FC.

Workup

  1. filtrationThe reaction mixture is filtered through celite
  2. customevaporated
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customThe residue is purified by FC

Sources & evidence

ORD record
ord-692c425615b74bc0b7345628fa327ca7
Source dataset
uspto-grants-2014_12
Patent number
US08901138B2

Reaction notes

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