Lithium Bromide → HCID 13403499, compound

HRID 1591052Notes

Reaction equation

HRID 1591052 reaction equation
[Br-:1].[Li+].C1(C)C=CC(S(O[CH2:13][CH2:14][C:15]2([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)(=O)=O)=CC=1>CC(C)=O>[Br:1][CH2:13][CH2:14][C:15]1([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 19766114HCID 19766114, compound

Product 1

HCID 13403499HCID 13403499, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A stirred solution of lithium bromide (70 g) and 1-(2-p-toluenesulphonyloxyethyl)cyclohexanol (16.4 g) in acetone (350 ml) was heated under reflux for 1 hour. The cooled reaction mixture was partially concentrated in vacuo and then partitioned between ether (300 ml) and water. The ether phase was washed with water and brine, dried and concentrated in vacuo to give 1-(2-bromoethyl)cyclohexanol [H; n=1, R1 +R2 =--(CH2)5 --] as an oil.

Workup

  1. temperatureunder reflux for 1 hour
  2. customThe cooled reaction mixture
  3. concentrationwas partially concentrated in vacuo
  4. custompartitioned between ether (300 ml) and water
  5. washThe ether phase was washed with water and brine
  6. customdried
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5d9caa8edf9240db84656a221d4ba265
Source dataset
uspto-grants-1993_04
Patent number
US05206229

Reaction notes

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