Pyridine → HCID 14326048, compound

HRID 1904353Notes

Reaction equation

HRID 1904353 reaction equation
[CH3:1][C:2]([CH3:15])([O:4][CH:5]1[O:10][C:9](=[O:11])[CH2:8][C:7]([CH3:13])([CH3:12])[CH:6]1[OH:14])[CH3:3].N1C=CC=CC=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>Cl>[CH3:3][C:2]([CH3:15])([O:4][CH:5]1[O:10][C:9](=[O:11])[CH2:8][C:7]([CH3:13])([CH3:12])[CH:6]1[O:14][S:23]([CH3:22])(=[O:25])=[O:24])[CH3:1]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 14326047HCID 14326047, compound

Product 1

HCID 14326048HCID 14326048, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of the product of Step A, 5 ml of pyridine and 1 ml of methanesulfonyl chloride was stirred for 31/2 hours and was then diluted with N hydrochloric acid. The mixture was extracted with methylene chloride and the organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The 677 mg of residue was chromatographed over silica and was eluted with a 7-3 mixture of hexane-ethyl acetate to obtain 410 mg of 6-(1,1-dimethylethoxy)-5-methylsulfonyloxy-4,4-dimethyl-tetrahydro-pyr-2-one melting at 64° C.

Workup

  1. extractionThe mixture was extracted with methylene chloride
  2. washthe organic phase was washed with water
  3. customdried
  4. customevaporated to dryness under reduced pressure
  5. customThe 677 mg of residue was chromatographed over silica
  6. washwas eluted with a 7-3 mixture of hexane-ethyl acetate

Sources & evidence

ORD record
ord-8c546283dd0643b089d49629fcef7c61
Source dataset
uspto-grants-1989_06
Patent number
US04837341

Reaction notes

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