m-Chloroperbenzoic acid → HCID 59707967, compound

HRID 1010508Notes

Reaction equation

HRID 1010508 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.ClC1C=CC=C(C(OO)=[O:24])C=1>ClCCl>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][CH2:8][CH2:9][N+:10]1([O-:24])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21872382HCID 21872382, compound

Product 1

HCID 59707967HCID 59707967, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

16.1 g of N-2-((2-methoxyethoxy)methoxy)ethylmorpholine was dissolved in 85 g of dichloromethane, which was ice cooled. To the solution, 24.9 g of 65% pure m-chloroperbenzoic acid in 250 g of dichloromethane was added dropwise at such a rate that the mixture might not exceed 5° C. The mixture was allowed to mature for one hour at room temperature. The reaction solution was concentrated below 30° C., and the residue was purified by column chromatography (basic alumina, elute: dichloromethane/methanol). The eluate was concentrated whereupon the desired compound solidified. The amount was 15.5 g.

Workup

  1. temperaturecooled
  2. customexceed 5° C
  3. concentrationThe reaction solution was concentrated below 30° C.
  4. customthe residue was purified by column chromatography (basic alumina, elute: dichloromethane/methanol)
  5. concentrationThe eluate was concentrated whereupon the desired compound

Sources & evidence

ORD record
ord-8c73cdf823c6486ea27925a90e59f1d0
Source dataset
uspto-grants-2011_07
Patent number
US07977027B2

Reaction notes

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