Benzene → HCID 56622205, compound

HRID 462465Notes

Reaction equation

HRID 462465 reaction equation
[CH:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Na].C1C=CC=CC=1.S(O[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[CH:29][CH:28]=1)(C1C=CC(C)=CC=1)(=O)=O>O>[CH2:34]([O:33][C:30]1[CH:29]=[CH:28][C:27]([CH2:26][CH2:25][O:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:32][CH:31]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

6

Reactant 4

HCID 241Benzene2×HCID 7298CyclopentanolHCID 5360545Sodium2×HCID 13589667HCID 13589667, compound

Product 1

HCID 56622205HCID 56622205, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

24.11 g of cyclopentanol and then 1.63 g of sodium are introduced into a 250 ml round-bottomed flask. The mixture is heated at 110°-120° C. until the sodium has disappeared. The mixture is then cooled and 80 cc of benzene are added. 26.77 g of 2-(4-benzyloxyphenyl)ethanol tosylate are then introduced in portions. The mixture is heated at 80° C. for 3 hours. The benzene is driven off, the residue is taken up in water and the solution is extracted with ethyl acetate. This gives an oil.

Workup

  1. temperatureThe mixture is then cooled
  2. extractionthe solution is extracted with ethyl acetate
  3. customThis gives an oil

Sources & evidence

ORD record
ord-52e56f875e71462a96a71b838f50f613
Source dataset
uspto-grants-1985_05
Patent number
US04515814

Reaction notes

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