Chloromethyl Methyl Ether → HCID 86652351, compound

HRID 340267Notes

Reaction equation

HRID 340267 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[N:6][C:7]=1[Cl:8].C(N(CC)CC)C.Cl[CH2:19][O:20][CH3:21]>C(Cl)Cl>[Cl:8][C:7]1[C:2]([Cl:1])=[CH:3][C:4]([CH2:9][O:10][CH2:19][O:20][CH3:21])=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 8471TriethylamineHCID 21882961(5,6-Dichloropyridin-3-yl)methanol

Product 1

HCID 86652351HCID 86652351, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of (5,6-dichloropyridin-3-yl)methanol (commercially available) in CH2Cl2 (0.2 M) at 0° C. was added triethylamine (3 eq.) and chloro(methoxy)methane (2 eq.). After stirring at 0° C. for 3 hours the reaction mixture was concentrated and the crude was purified by chromatography (silica gel, 20-50% EtOAc in hexanes) to afford 2,3-dichloro-5-((methoxymethoxy)methyl)pyridine as a colorless oil.

Workup

  1. concentrationwas concentrated
  2. customthe crude was purified by chromatography (silica gel, 20-50% EtOAc in hexanes)

Sources & evidence

ORD record
ord-1ca15244ced14020b30eed4563f289c1
Source dataset
uspto-grants-2014_11
Patent number
US08895577B2

Reaction notes

Loading…