Chloromethyl Methyl Ether → HCID 54527032, compound

HRID 1079037Notes

Reaction equation

HRID 1079037 reaction equation
[CH3:1][O:2][CH2:3]Cl.[OH:5][C@@H:6]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]#[CH:13])[C:7]1=[O:14].C(N(C(C)C)C(C)C)C>C(Cl)Cl>[CH2:11]([N:8]1[CH2:9][CH2:10][C@@H:6]([O:5][CH2:1][O:2][CH3:3])[C:7]1=[O:14])[C:12]#[CH:13]

Participants

5

Reactant 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 15046659HCID 15046659, compound

Product 1

HCID 54527032HCID 54527032, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.0 g of chloromethyl methyl ether in 15 ml of methylene chloride is added dropwise to a solution of 1.5 g of (R)-3-hydroxy-1-(2-propynyl)-2-pyrrolidinone, prepared by the procedure of Example 1, U.S. Pat. No. 5,089,518, and 1.5 g of ethyldiisopropylamine in 15 ml of methylene chloride which is stirred in an ice bath. The reaction is allowed to warm to room temperature and stirred overnight. The solution was washed with water, aqueous sodium bicarbonate and dried over anhydrous sodium sulfate. The methylene chloride solution is concentrated at reduced pressure and purified by column chromatography (silica gel: mehylene chloride) to give the product.

Workup

  1. customprepared by the procedure of Example 1, U.S
  2. washThe solution was washed with water, aqueous sodium bicarbonate
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe methylene chloride solution is concentrated at reduced pressure
  5. custompurified by column chromatography (silica gel: mehylene chloride)
  6. customto give the product

Sources & evidence

ORD record
ord-0341141f84cc4ca48ae96f5755d81f42
Source dataset
uspto-grants-1996_08
Patent number
US05550257

Reaction notes

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