2-Phenylethanol → HCID 20164408, compound

HRID 256232Notes

Reaction equation

HRID 256232 reaction equation
[C:1]1([CH2:7][CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S[CH2:11][CH2:12][C:13]([OH:15])=O.C1(C)C=CC([S:22](O)(=O)=O)=CC=1>C(OCC)C>[CH2:8]([O:9][C:13](=[O:15])[CH:12]([SH:22])[CH3:11])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 60542-PhenylethanolHCID 6101p-Toluenesulfonic acidHCID 65143-Mercaptopropionic Acid

Product 1

HCID 20164408HCID 20164408, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Into a 250 cc reaction flask equipped with stirrer, thermometer and reflux condenser are placed 120 grams phenylethyl alcohol; 26 grams 3-mercaptopropionic acid; and 0.5 grams of para-toluene sulphonic acid. With stirring, the reaction mass is heated to reflux and refluxed for a period of 8 hours. At the end of the 8 hour period, the reaction mass is mixed with 200 ml diethyl ether and washed with two 100 ml portions of 10% aqueous sodium bicarbonate followed by one 100 ml portion of water. The organic phase is separated and dried and the solvents are recovered on a Buchi evaporator. The resulting product is then distilled using a micro distillation apparatus yielding the following fractions:

Workup

  1. customInto a 250 cc reaction flask
  2. customequipped with stirrer
  3. temperaturethermometer and reflux condenser
  4. temperaturethe reaction mass is heated
  5. temperatureto reflux
  6. temperaturerefluxed for a period of 8 hours
  7. washwashed with two 100 ml portions of 10% aqueous sodium bicarbonate
  8. customThe organic phase is separated
  9. customdried
  10. customthe solvents are recovered on a Buchi evaporator
  11. distillationThe resulting product is then distilled
  12. customyielding the following fractions

Sources & evidence

ORD record
ord-33a9c37cdd294369bb36500c4a792e4e
Source dataset
uspto-grants-1987_10
Patent number
US04701548

Reaction notes

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