Formaldehyde → 1-(2-Butoxyethoxy)ethanol

HRID 2371508Notes

Reaction equation

HRID 2371508 reaction equation
C(O[CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11]O)C.C=[O:14].[C:15]1([CH3:21])C=CC=CC=1>O>[CH2:10]([O:9][CH2:8][CH2:7][O:6][CH:5]([OH:14])[CH3:4])[CH2:11][CH2:15][CH3:21]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 1140TolueneHCID 8190Triethylene glycol monoethyl ether

Product 1

HCID 410881-(2-Butoxyethoxy)ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 400 g triethylene glycol monoethyl ether (2.2 mol), 48 g paraformaldehyde (1.6 mol), 150 ml toluene and 10 g of an acid ion exchange resin was refluxed for 6 hours in a 1 liter flask equipped with a water separator and reflux condenser. Filtration of the product followed by distillation gave a quantitative yield of the desired product.

Workup

  1. temperaturewas refluxed for 6 hours in a 1 liter flask
  2. temperaturereflux condenser
  3. filtrationFiltration of the product
  4. distillationfollowed by distillation

Sources & evidence

ORD record
ord-dfa250a878854003b6059284c5deecfa
Source dataset
uspto-grants-1992_03
Patent number
US05093432

Reaction notes

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