Hydrochloric Acid → Chloromethyl octyl ether

HRID 1589232Notes

Reaction equation

HRID 1589232 reaction equation
[CH2:1]=[O:2].[CH2:3](O)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[ClH:12]>ClC(Cl)CCl>[Cl: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 313Hydrochloric AcidHCID 712FormaldehydeHCID 9571-Octanol

Product 1

HCID 534743Chloromethyl octyl ether

Reagents, catalysts & solvents 1

HCID 65741,1,2-TrichloroethaneSolvent

Procedure

75 g (2.5 mole) of paraformaldehyde were stirred in 250 ml 1,1,2-trichloroethane with 268 ml (2.5 mole) 1-octanol at 0°-5° C. HCl gas was passed for one hour. The product chloromethyloctyl ether can be isolated by evaporation of the excess solvent. Alternatively, a stock solution of 3M concentration is made in 1,1,2-trichloroethane and used as such, or kept refrigerated. Chloromethyloctylether may be distilled, b.p. 63°-64° C. (0.7 torr).

Sources & evidence

ORD record
ord-355b8c509d744b69afb9d2fde316de7d
Source dataset
uspto-grants-1986_02
Patent number
US04568700

Reaction notes

Loading…