1-(2-Hydroxy-5-oxo-2,5-dihydrofuran-3-yl)tridecyl acetate → HCID 19885980, compound

HRID 654925Notes

Reaction equation

HRID 654925 reaction equation
[C:1]([O:4][CH:5]([C:18]1[CH:22]([OH:23])[O:21][C:20](=[O:24])[CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:3])[CH3:2]>CO.[Rh]>[C:1]([O:4][CH:5]([CH:18]1[CH:22]([OH:23])[O:21][C:20](=[O:24])[CH2:19]1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 1490691-(2-Hydroxy-5-oxo-2,5-dihydrofuran-3-yl)tridecyl acetate

Product 1

HCID 19885980HCID 19885980, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(1-acetoxytridecyl)-5-hydroxy-2(5H)-furanone (0.11 g, 0.32 mmol) and 5% rhodium on alumina (24 mg) in 6 ml of methanol was stirred rapidly under a hydrogen atmosphere for two hours. The mixture was concentrated, taken up in ethyl acetate, filtered through celite, and concentrated to give the tetrahydrofuranone as a colorless glass.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationfiltered through celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-947e4a56e445421b98027eea69c768d4
Source dataset
uspto-grants-1992_07
Patent number
US05134128

Reaction notes

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