Chloromethyl Methyl Ether → HCID 21833263, compound

HRID 1740782Notes

Reaction equation

HRID 1740782 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18].[CH3:22][O:23][CH2:24]Cl.C(N(C(C)C)CC)(C)C>ClCCl.C(Cl)(Cl)Cl>[CH3:22][O:23][CH2:24][O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

6

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 15153258Ethyl 16-hydroxyhexadecanoate

Product 1

HCID 21833263HCID 21833263, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5.44 g of ethyl 16-hydroxyhexadecanoate in 80 ml of dichloromethane was added under ice-cooling 1.63 ml of methoxymethyl chloride, 4.1 ml of diisopropylethylamine was added dropwise and then the mixture was stirred overnight. The reaction solution was diluted with chloroform, washed with water, dried over anhydrous sodium sulfate and distilled under reduced pressure. The residue was chromatographed over a silica gel column to afford the title compound as a colorless oily substance.

Workup

  1. additionwas added dropwise
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationdistilled under reduced pressure
  5. customThe residue was chromatographed over a silica gel column

Sources & evidence

ORD record
ord-b18266e4e25f41ca88b0a48240da1531
Source dataset
uspto-grants-1999_10
Patent number
US05972943

Reaction notes

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