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Hydrochloric Acid → HCID 14631382, compound

HRID 279859
Notes
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Reaction equation

HRID 279859 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH:6](O)[CH3:7].[CH2:9]=[O:10].[Cl-:11].[Ca+2].[Cl-].Cl>C(Cl)Cl>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:10][CH2:9][Cl:11]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 5284359Calcium ChlorideHCID 14367673HCID 14367673, compound

Product 1

HCID 14631382HCID 14631382, compoundYield 57.2%

Reagents, catalysts & solvents 1

HCID 6344Dichloromethane
Solvent

Conditions

Temperature
-5 °C

Procedure

Hydrogen chloride gas was bubbled into a mixture containing 24 g (200 mmol) of (2-methoxyethoxy)ethanol, 6.0 g (200 mmol) of paraformaldehyde and 22 g (200 mmol) of powdered calcium chloride with stirring and cooling to -5° C. The HCl was continued for 4 hours as the temperature was allowed to rise gradually to 8° C. Celite was added and the reaction filtered. The filtrate was evaporated leaving 29.8 g of a cloudy oil. The oil was dissolved in methylene chloride and dried over molecular sieves. Evaporation furnished 19.3 g of [2-(2-methoxyethoxy)ethoxy]methyl chloride as an oil which was characterized by nuclear magnetic resonance.

Workup

  1. customHydrogen chloride gas was bubbled into a mixture
  2. customto rise gradually to 8° C
  3. additionCelite was added
  4. filtrationthe reaction filtered
  5. customThe filtrate was evaporated
  6. customleaving 29.8 g of a cloudy oil
  7. customdried over molecular sieves
  8. customEvaporation

Sources & evidence

ORD record
ord-f6bf9af3c37e4176ac961fcb590948dc
Source dataset
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04587247

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes