Chloromethyl Methyl Ether → HCID 10084980, compound

HRID 488123Notes

Reaction equation

HRID 488123 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[O:16])[C:5]2[C:10]([C:11]=1[OH:12])=[C:9]([CH2:13][CH3:14])[CH:8]=[CH:7][CH:6]=2.[CH3:17][O:18][CH2:19]Cl.C(N(CC)C(C)C)(C)C>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[O:16])[C:5]2[C:10]([C:11]=1[O:12][CH2:17][O:18][CH3:19])=[C:9]([CH2:13][CH3:14])[CH:8]=[CH:7][CH:6]=2

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 10059952HCID 10059952, compound

Product 1

HCID 10084980HCID 10084980, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 g of 3-chloro-5-ethyl-4-hydroxy-1-naphthalenecarbaldehyde, 0.91 ml of chloromethyl methyl ether and 3.5 ml of N,N-diisopropylethylamine were dissolved in 10 ml of dichloromethane, and reacted at room temperature for 4 hours. The reaction solution was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (5% ethyl acetate/hexane) to obtain 0.74 g of the captioned compound as a brown oily substance.

Workup

  1. customreacted at room temperature for 4 hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. customthe resultant residue was purified by silica gel column chromatography (5% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-584fabdc2f5947a9ac5e5e7812f417e9
Source dataset
uspto-grants-1994_03
Patent number
US05298649

Reaction notes

Loading…