2-Methoxyethanol → HCID 178445544, compound

HRID 376057Notes

Reaction equation

HRID 376057 reaction equation
[OH:1][C:2]([P:8]([OH:10])[OH:9])([CH3:7])[CH2:3][CH2:4][CH2:5][CH3:6].[CH3:11][O:12][CH2:13][CH2:14]O.CN(C1C=CC=CN=1)C.C1(N=C=NC2CCCCC2)CCCCC1>C1COCC1.CCOCC>[OH:1][C:2]([PH:8](=[O:10])[O:9][CH2:14][CH2:13][O:12][CH3:11])([CH3:7])[CH2:3][CH2:4][CH2:5][CH3:6]

Participants

7

Reactant 4

HCID 80192-MethoxyethanolHCID 10868DicyclohexylcarbodiimideHCID 218852-DimethylaminopyridineHCID 21469992HCID 21469992, compound

Product 1

HCID 178445544HCID 178445544, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-Hydroxy-1,4-dimethylbutylphosphonous acid prepared as described in Example 8 (0,166 g. 0,001M), 2-methoxyethanol (0.076 g. 0,001M) and dimethylaminopyridine (0.01 g.) are stirred in THF (5 ml.) at 5° C. Dicyclohexylcarbodiimide (0.23 g., 0,001M) is added portionwise and the mixture is stirred for 3 hours. Ether (10 ml.) is added and the dicyclohexylurea is filtered off. The filtrate is evaporated and the residue is dissolved in chloroform and washed with water. Evaporation of the chloroform gives an oil which is purified on silica using ethyl acetate as eluant. There is obtained 2-methoxyethyl (1-hydroxy- 1, 4-dimethylbutyl)phosphinate.

Workup

  1. filtrationthe dicyclohexylurea is filtered off
  2. customThe filtrate is evaporated
  3. dissolutionthe residue is dissolved in chloroform
  4. washwashed with water
  5. customEvaporation of the chloroform
  6. customgives an oil which
  7. customis purified on silica

Sources & evidence

ORD record
ord-6bc600c2211849f1a03c066124899b1f
Source dataset
uspto-grants-1996_01
Patent number
US05488171

Reaction notes

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