Propan-2-one--water (1/1) → HCID 13070378, compound

HRID 1763391Notes

Reaction equation

HRID 1763391 reaction equation
Br[C:2]12[CH2:11][CH:7]([CH2:8][CH2:9][CH2:10]1)[CH:6]1[CH2:12][CH:3]2[CH2:4][CH2:5]1.CC(C)=[O:15].O>>[C:2]12([OH:15])[CH2:11][CH:7]([CH2:8][CH2:9][CH2:10]1)[CH:6]1[CH2:12][CH:3]2[CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 18366337Propan-2-one--water (1/1)HCID 53870913HCID 53870913, compound

Product 1

HCID 13070378HCID 13070378, compoundYield 95%

Procedure

10 Grams (4.4 millimoles) of 1-bromotricyclo [4.3.1.12,5 ] undecane are dissolved in acetone-water (145 ml - 95 ml) and the solution is refluxed under stirring for one hour. After allowing the solution to cool, the solution is extracted with petroleum ether and the extract is dried with anhydrous magnesium sulfate. The solvent is distilled out. The residue is purified by sublimation to obtain 0.69 g (yield 95%) of tricyclo [4.3.1.12,5 ] undecane-1-ol as white crystals.

Workup

  1. temperaturethe solution is refluxed
  2. temperatureto cool
  3. extractionthe solution is extracted with petroleum ether
  4. dry with materialthe extract is dried with anhydrous magnesium sulfate
  5. distillationThe solvent is distilled out
  6. customThe residue is purified by sublimation

Sources & evidence

ORD record
ord-a4b24a4f803f443589facd500a9ce6d6
Source dataset
uspto-grants-1978_09
Patent number
US04111990

Reaction notes

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