HCID 10465389, compound → HCID 57723951, compound

HRID 1987659Notes

Reaction equation

HRID 1987659 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([O:10][CH2:11][CH:12]=[CH2:13])[CH:6]([OH:9])C=C)[CH3:2]>C(Cl)Cl>[CH2:1]([O:3][C:4]([CH:5]1[CH:6]([OH:9])[CH:13]=[CH:12][CH2:11][O:10]1)=[O:14])[CH3:2]

Participants

3

Reactant 1

HCID 10465389HCID 10465389, compound

Product 1

HCID 57723951HCID 57723951, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-allyloxy-3-hydroxypent-4-enoic acid ethyl ester (200 mg, 1.0 mmol) in CH2Cl2 (10 ml) was added bis-(tricyclohexylphosphine)benzylidine ruthenium (IV) chloride (20 mg, 0.024 mmol) and the resulting mixture was stirred at ambient temperature for 4H. Bis-(tricyclohexylphosphine)benzylidine ruthenium (IV) chloride (20 mg, 0.024 mmol) was added again and the resulting mixture was stirred at ambient temperature for an additional 10 h. The solution was concentrated in vacuo. The crude product was purified by flash chromatography with 25 to 30% EtOAc-hexane

Workup

  1. stirringthe resulting mixture was stirred at ambient temperature for an additional 10 h
  2. concentrationThe solution was concentrated in vacuo
  3. customThe crude product was purified by flash chromatography with 25 to 30% EtOAc-hexane

Sources & evidence

ORD record
ord-76ab4c038aab47849df379dcfac69c02
Source dataset
uspto-grants-2009_06
Patent number
US07550607B2

Reaction notes

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