Hydrogen Bromide → HCID 13039164, compound

HRID 1111672Notes

Reaction equation

HRID 1111672 reaction equation
O[CH2:2][CH2:3][C:4]12[C:10]([CH3:12])([CH3:11])[CH:7]([CH2:8][CH2:9]1)[CH2:6][CH2:5]2.[BrH:13].S(=O)(=O)(O)O>O>[Br:13][CH2:2][CH2:3][C:4]12[C:10]([CH3:12])([CH3:11])[CH:7]([CH2:8][CH2:9]1)[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 227675837,7-Dimethylbicyclo[2.2.1]heptane-1-ethanol

Product 1

HCID 13039164HCID 13039164, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 1-(2-hydroxyethyl)-7,7-dimethyl-norbornane (42.0 g, 0.25 mole), 48% hydrobromic acid (63.0 ml) and concentrated sulphuric acid (14 ml) was heated under reflux for 4 hours, cooled, poured into water (500 ml) was extracted with ether. The combined extracts were washed with water, sodium bicarbonate solution and water. After drying (MgSO4) the solvent was evaporated in vacuo to yield the title product (50.9 g), m.p. 68°-71° [from light-petroleum (b.p. 40-60°)] (Found: C, 57.0: H, 8.1; Br, 34.2. C11H19Br requires C, 57.0; H, 8.3; Br, 34.5%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. temperaturecooled
  4. extractionwas extracted with ether
  5. washThe combined extracts were washed with water, sodium bicarbonate solution and water
  6. dry with materialAfter drying (MgSO4) the solvent
  7. customwas evaporated in vacuo

Sources & evidence

ORD record
ord-02cd1731bb93406596ab99adc909c854
Source dataset
uspto-grants-1978_10
Patent number
US04118499

Reaction notes

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