2-Methoxyethanol → HCID 178445544, compound

HRID 1938783Notes

Reaction equation

HRID 1938783 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-10ad1b94268242f2954b6af6f5534f7d
Source dataset
uspto-grants-1997_12
Patent number
US05693799

Reaction notes

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