Dimethoxymethane → 2,4,7,9-Tetraoxadecane

HRID 1899108Notes

Reaction equation

HRID 1899108 reaction equation
[CH3:1][O:2][CH2:3][O:4][CH3:5].[O:6]1[CH2:10][CH2:9][O:8][CH2:7]1>>[CH3:1][O:2][CH2:3][O:4][CH2:5][CH2:10][O:6][CH2:7][O:8][CH3:9]

Participants

3

Procedure

The reaction of 500 g dimethoxymethane (6.6 moles) with 100 g 1,3-dioxolane (1.4 moles), in the presence of an acidic catalyst, gave a mixture of unreacted dimethoxymethane, low molecular weight oligomers of 1,3-dioxolane and a product having the formula: CH3OCH2OCH2CH2OCH2OCH3 which was isolated in 50% yield. Fluorination of 80 g of the product in a 4 liter reactor containing 1.5 liters (CF2Cl)2CFOCF2OCF(CF2Cl)2 and 400 g sodium fluoride in an 18 hour reaction at 10° C., gave a 60% yield of perfluoro-2,4,7,9-tetraoxadecane (b.p. 79.0° C.).

Workup

  1. customin the presence of an acidic catalyst, gave

Sources & evidence

ORD record
ord-3e4e55e24ab146adbdd7b13af9df695c
Source dataset
uspto-grants-1996_11
Patent number
US05571870

Reaction notes

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