Chlorotrimethylsilane → 2-(2-Acetoxy-3-chloro-propoxy)-3-methoxy-pyridine

HRID 444446Notes

Reaction equation

HRID 444446 reaction equation
C[Si](C)(C)[Cl:3].C([O:8][C:9]1([CH3:24])O[CH2:12][CH:11]([CH2:14][O:15][C:16]2[C:21]([O:22][CH3:23])=[CH:20][CH:19]=[CH:18][N:17]=2)[O:10]1)C>C(Cl)Cl>[C:9]([O:10][CH:11]([CH2:12][Cl:3])[CH2:14][O:15][C:16]1[C:21]([O:22][CH3:23])=[CH:20][CH:19]=[CH:18][N:17]=1)(=[O:8])[CH3:24]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 131950752-[(2-Ethoxy-2-methyl-1,3-dioxolan-4-yl)methoxy]-3-methoxypyridine

Product 1

HCID 131950762-(2-Acetoxy-3-chloro-propoxy)-3-methoxy-pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

45 ml of trimethylchlorosilane are added to a mixture of 85 g of 2-ethoxy-5-(3-methoxy-2-pyridyloxymethyl)-2-methyl-1,3-dioxolane in 500 ml of methylene chloride and the mixture is stirred for one hour at 20°-30°. Complete evaporation under reduced pressure yields crude 2-(2-acetoxy-3-chloro-propoxy)-3-methoxy-pyridine in the form of an oil, which is used without purification.

Workup

  1. customComplete evaporation under reduced pressure

Sources & evidence

ORD record
ord-7954d72259c94326a872eba2df1e1d41
Source dataset
uspto-grants-1981_04
Patent number
US04264599

Reaction notes

Loading…