HCID 15062404, compound → HCID 22556038, compound

HRID 486851Notes

Reaction equation

HRID 486851 reaction equation
[Cl:1][CH2:2][CH:3]1[O:8][C:7](=[O:9])[CH2:6][C:5](=[O:10])[CH2:4]1>[Pt](=O)=O.C(OCC)(=O)C>[Cl:1][CH2:2][CH:3]1[O:8][C:7](=[O:9])[CH2:6][CH:5]([OH:10])[CH2:4]1

Participants

4

Reactant 1

HCID 15062404HCID 15062404, compound

Product 1

HCID 22556038HCID 22556038, compoundYield 73.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 270 mg (1.66 mmol) of (-)-6-chloromethyltetrahydropyran-2,4-dione obtained in Example 1, 10 mg platinum dioxide and 100 ml of ethyl acetate was stirred for 7 hours under hydrogen atmosphere. After completion of the reaction, the catalyst was removed by filtration, and the solvent was distilled off to obtain 199.6 mg (yield 73%) of (+)-6-chloromethyl-4-hydroxytetrahydropyran-2-one [a compound of the formula (3)] having

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by filtration
  3. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-130855e80373404da6f02c2baf9f0a92
Source dataset
uspto-grants-1994_03
Patent number
US05292891

Reaction notes

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