Pyridine → HCID 19389482, compound

HRID 1757051Notes

Reaction equation

HRID 1757051 reaction equation
[OH:1][CH:2]1[CH2:7][CH:6]([CH3:8])[O:5][C:4](=[O:9])[CH2:3]1.N1C=CC=CC=1.[S:16](Cl)([CH3:19])(=[O:18])=[O:17]>ClCCl>[S:16]([O:1][CH:2]1[CH2:7][CH:6]([CH3:8])[O:5][C:4](=[O:9])[CH2:3]1)([CH3:19])(=[O:18])=[O:17]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 2410254-Hydroxy-6-methyloxan-2-one

Product 1

HCID 19389482HCID 19389482, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-hydroxy-6-methyltetrahydropyran-2-one (1.5 parts) in dichloromethane (40 parts) was added pyridine (1.1 parts) and then, over 15 minutes, mesyl chloride (1.65 parts). The reaction was set aside at ambient temperature under N2 for 18 hours at which point GLC analysis indicated less than 1.5% of the starting material remained. The reaction mixture was filtered and the organic phase then washed with water before evaporating to obtain 4-mesyloxy-6-methyl-tetrahydropyran-2-one (0.5 parts).

Workup

  1. waitThe reaction was set aside at ambient temperature under N2 for 18 hours at which point GLC analysis
  2. filtrationThe reaction mixture was filtered
  3. washthe organic phase then washed with water
  4. custombefore evaporating

Sources & evidence

ORD record
ord-f4dc6e204cbf4ae0a1de9bb56f0c35c9
Source dataset
uspto-grants-1995_08
Patent number
US05443970

Reaction notes

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