Hydrogen Bromide → Bromomethyloctylether

HRID 1589234Notes

Reaction equation

HRID 1589234 reaction equation
[CH2:1]=[O:2].[CH2:3](O)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[BrH:12]>C(Cl)(Cl)Cl>[Br:12][CH2:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 712FormaldehydeHCID 9571-Octanol

Product 1

HCID 4989778Bromomethyloctylether

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

30 g (1 mole) of paraformaldehyde, 107 ml of 1-octanol (1 mole) are stirred in 100 ml chloroform at 0°-5° C., by passing HBr gas. After the reaction completion, indicated by the complete dissolution of the solid, the organic layer is washed with water several times, and dried over anhydrous sodium sulphate. The residue is diluted in chloroform, to give a 3M solution. The product boiled at 150°-155° C. (1 torr) and has a singlet (2 hydrogens) at 5.8 ppm from TMS. The product is kept refrigerated.

Workup

  1. dissolutionAfter the reaction completion, indicated by the complete dissolution of the solid
  2. washthe organic layer is washed with water several times
  3. dry with materialdried over anhydrous sodium sulphate
  4. additionThe residue is diluted in chloroform

Sources & evidence

ORD record
ord-1032723e0d0c4251ba2f0c1bc8cc3993
Source dataset
uspto-grants-1986_02
Patent number
US04568700

Reaction notes

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