Pyridine → HCID 19389465, compound

HRID 1757048Notes

Reaction equation

HRID 1757048 reaction equation
[Si:1]([O:8][CH2:9][CH:10]1[O:15][C:14](=[O:16])[CH2:13][CH:12]([OH:17])[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C=CC=CC=1.[C:24](Cl)(=[O:26])[CH3:25]>ClCCl>[C:24]([O:17][CH:12]1[CH2:11][CH:10]([CH2:9][O:8][Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[O:15][C:14](=[O:16])[CH2:13]1)(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 19389468HCID 19389468, compound

Product 1

HCID 19389465HCID 19389465, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 6-t-butyldimethylsilyloxymethyl-4-hydroxytetrahydropyran-2-one (0.50 parts) in dichloromethane (10 parts) at ambient temperature was added pyridine (0.20 parts) followed by a solution of acetylchloride (0.20 parts) in dichloromethane (2 parts). After 1 hour at 20°-25° C. less than 2% starting material remained by GLC analysis. The reaction mixture was then washed with water, dried over magnesium sulphate and evaporated to give 4-acetoxy-6-t-butyldimethylsilyloxymethyltetrahydro pyran-2-one (0.6 parts).

Workup

  1. washThe reaction mixture was then washed with water
  2. dry with materialdried over magnesium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-609c0e11af8e49878d716119ef20e3a7
Source dataset
uspto-grants-1995_08
Patent number
US05443970

Reaction notes

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