Ethanol → 4-(Bromomethyl)-2,6,7-trioxabicyclo[2.2.2]octane

반응식

[Br:1][CH:2]([C:4]([CH2:9][OH:10])([CH2:7][OH:8])[CH2:5][OH:6])O.[CH2:11](OC(OCC)OCC)C.C(O)C>>[Br:1][CH2:2][C:4]12[CH2:9][O:10][CH:11]([O:8][CH2:7]1)[O:6][CH2:5]2

참가 물질

반응물 3

HCID 702Ethanol

HCID 31214Ethyl orthoformate

HCID 14646171HCID 14646171, 화합물

생성물 1

HCID 202744834-(Bromomethyl)-2,6,7-trioxabicyclo[2.2.2]octane

실험 절차

Monobromopentaerythritol from A (10 g, 0.05 mole) and 9 ml triethylorthoformate (0.05 mole) are mixed in a sublimation apparatus equipped with a side arm. The mixture is heated to about 100° C. with magnetic stirring, and 1,5 equivalents of ethanol are allowed to distill out. Then about 100 ml dioctyl phthalate and a trace of anhydrous p-toluenesulfonic acid are added. Under vacuum the mixture is heated to about 140°-150° C. Periodically the collected crystals are removed from the cold finger. After about 3 hours no more compound sublimes. The yield of 4-bromoethyl-2,6,7-trioxabicyclo[2.2.2]octane is 6.5 g (60%).

후처리

customequipped with a side arm
distillationto distill out
additionThen about 100 ml dioctyl phthalate and a trace of anhydrous p-toluenesulfonic acid are added
temperatureUnder vacuum the mixture is heated to about 140°-150° C
customPeriodically the collected crystals are removed from the cold finger

출처 및 근거

ORD 기록: ord-6bac0f5f5b904cc4b571414e6b0b0384
출처 데이터셋: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04526949

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