Acetic Anhydride → HCID 19350804, compound

HRID 1636300Notes

Reaction equation

HRID 1636300 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][OH:10])[CH2:5][O:4]1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>N1C=CC=CC=1>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9][O:10][C:11](=[O:13])[CH3:12])[CH2:5][O:4]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19350833HCID 19350833, compound

Product 1

HCID 19350804HCID 19350804, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
5 °C

Procedure

2-Methoxy-5-hydroxymethyltetrahydropyran (0.91 g) was dissolved in pyridine (10 ml), and the solution cooled to 5° C. Acetic anhydride (3.15 ml) was added thereto, and the mixture stirred at the same temperature For 1 hour, and then at room temperature overnight. After removing pyridine by evaporation under reduced pressure, the residue was purified on a silica gel column (eluent: n-hexane/ethyl acetate=1/2) to obtain the desired product (0.93 g, 80.0%) as pale yellow oil.

Workup

  1. customat room temperature
  2. customovernight
  3. customAfter removing pyridine
  4. customby evaporation under reduced pressure
  5. customthe residue was purified on a silica gel column (eluent: n-hexane/ethyl acetate=1/2)

Sources & evidence

ORD record
ord-349b620d26544668852245794ddd7cbc
Source dataset
uspto-grants-2000_03
Patent number
US06034087

Reaction notes

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