Acetic Anhydride → 2-Acetoxymethyl-4-cyclopropylmethoxy pyridine

HRID 728637Notes

Reaction equation

HRID 728637 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][N+:9]([O-])=[C:8]([CH3:13])[CH:7]=2)[CH2:3][CH2:2]1.[C:14]([O:17]C(=O)C)(=[O:16])[CH3:15]>>[C:14]([O:17][CH2:13][C:8]1[CH:7]=[C:6]([O:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)[CH:11]=[CH:10][N:9]=1)(=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 7918Acetic Anhydride2×HCID 107024944-Cyclopropylmethoxy-2-methylpyridine-1-oxide

Product 1

HCID 156624932-Acetoxymethyl-4-cyclopropylmethoxy pyridine

Conditions

Temperature
110 °C

Procedure

4-cyclopropylmethoxy-2-methylpyridine-N-oxide (3.8 g 0.021 mol) was dissolved in acetic anhydride (10 ml) and was added dropwise to acetic anhydride (20 ml) (warmed to 90° C.). After the addition the temperature was raised to 110° C. and the mixture was stirred at 110° C. for 1 h and then the solvent was distilled off and the crude product was used without purification. NMR data is given below.

Workup

  1. additionAfter the addition the temperature
  2. distillationthe solvent was distilled off
  3. customthe crude product was used without purification

Sources & evidence

ORD record
ord-191d44a09d794a6fb56f628a149d74ca
Source dataset
uspto-grants-1991_09
Patent number
US05049674

Reaction notes

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