Water → HCID 86718464, compound

HRID 1396644Notes

Reaction equation

HRID 1396644 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.[F-:28].C([N+](CCCC)(CCCC)CCCC)CCC.C1COCC1.O>C(Cl)Cl>[F:28][C@@H:13]1[C@H:10]2[O:11][CH2:12][C@@H:8]([O:7][C:6]3[CH:24]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=3[N+:25]([O-:27])=[O:26])[C@H:9]2[O:15][CH2:14]1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 86718458HCID 86718458, compound

Product 1

HCID 86718464HCID 86718464, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.7 g (8.9 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) in 53.2 ml of a 1M solution of tetrabutylammonium flouride in THF (53.2 mmol) is stirred at RT for 3 h. Water and DCM are added and the organic layer is separated, washed with water, dried and evaporated. The residue was purified by FC.

Workup

  1. customthe organic layer is separated
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customThe residue was purified by FC

Sources & evidence

ORD record
ord-2e3d5297017444a5ab74d0be838ea8c1
Source dataset
uspto-grants-2014_12
Patent number
US08901138B2

Reaction notes

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