HCID 18426939, compound → hexahydro-cyclopenta[b]furan-2-one

HRID 1066271Notes

Reaction equation

HRID 1066271 reaction equation
C[CH:2]([CH3:16])[CH2:3][CH2:4][CH2:5][C:6](F)(F)[C:7](=[O:13])CP(=O)([O-])[O-].C[O-:18].[Tl+]>ClCCl>[CH:16]12[CH2:2][CH2:3][CH2:4][CH:5]1[CH2:6][C:7](=[O:13])[O:18]2

Participants

4

Reactant 2

HCID 18426939HCID 18426939, compoundHCID 131722602HCID 131722602, compound

Product 1

HCID 11665410hexahydro-cyclopenta[b]furan-2-oneYield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (9-a) was reacted with dimethyl-3,3-difluoro-2-oxoheptylphosphonate (30.0 g) in dichloromethane in the presence of thallium methoxide (8.23 ml). The crude product obtained by the conventional treatment of the reaction mixture was purified on silica gel column to give the titled compound (10-a) [yield:24.4 g (58%)].

Workup

  1. customThe crude product obtained by the conventional treatment of the reaction mixture
  2. customwas purified on silica gel column

Sources & evidence

ORD record
ord-fb4e7e78417e4bcc8ae17029a201551f
Source dataset
uspto-grants-2001_06
Patent number
US06242485B1

Reaction notes

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