Idramantone → HCID 57429709, compound

HRID 1455558Notes

Reaction equation

HRID 1455558 reaction equation
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C:5]3=[O:12])[CH2:3]1)[CH2:9]2.[CH3:13][C:14]([CH3:20])([CH3:19])[CH2:15][C:16](Cl)=[O:17].OP([O-])(O)=O.[K+]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[O:12]=[C:5]1[CH:6]2[CH2:11][C:2]3([O:1][C:16](=[O:17])[CH2:15][C:14]([CH3:20])([CH3:19])[CH3:13])[CH2:9][CH:8]([CH2:10][CH:4]1[CH2:3]3)[CH2:7]2

Participants

6

Reactant 3

HCID 64184IdramantoneHCID 815143,3-Dimethylbutanoyl chlorideHCID 516951Monobasic potassium phosphate

Product 1

HCID 57429709HCID 57429709, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1.03 g of 5-hydroxy-2-adamantanone, 1.83 g of DMAP and 1.9 ml of 3,3-dimethylbutanoyl chloride in 10 ml of CH2Cl2 is stirred at 40° C. for 48 hours, 6 ml of aqueous 1M KH2PO4 solution are added and the mixture obtained is stirred. The layers obtained are separated, from the organic layer obtained solvent is evaporated and the evaporation residue obtained is subjected to chromatography. 3,3-Dimethyl-butyric acid 4-oxo-adamantan-1-yl ester in the form of an oil is obtained. 13C-NMR: 215.61, 171.52, 49.10, 47.02, 41.38, 39.93, 38.17, 30.74, 29.79, 29.62.

Workup

  1. customthe mixture obtained
  2. customThe layers obtained
  3. customare separated, from the organic layer
  4. customobtained solvent
  5. customis evaporated
  6. customthe evaporation residue obtained

Sources & evidence

ORD record
ord-6753a510a768447bb2a699a93d124526
Source dataset
uspto-grants-2009_01
Patent number
US07482462B2

Reaction notes

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