Hydroxyphenylacetic acid → HCID 23369910, compound

HRID 1741650Notes

Reaction equation

HRID 1741650 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[CH:12]1(O)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)=[O:10])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 127Hydroxyphenylacetic acidHCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 7966Cyclohexanol

Product 1

HCID 23369910HCID 23369910, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-hydroxyphenylacetic acid (7.6 g, 0.05 mol), cyclohexyl alcohol (6 g, 0.06 mol), p-toluenesulfonic acid (1 g, 0.006 mol) and benzene (300 mL) was refluxed with continuous water separation for 8 hours. The mixture was cooled and washed, first with aqueous 5% Na2CO3 solution, then twice with water, then was dried over anhydrous MgSO4. Evaporation of the solvent in vacuo gave cyclohexyl 4-hydroxyphenylacetate.

Workup

  1. temperatureThe mixture was cooled
  2. washwashed, first with aqueous 5% Na2CO3 solution
  3. dry with materialtwice with water, then was dried over anhydrous MgSO4
  4. customEvaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-97f091c6e1644173abfc947201290f6d
Source dataset
uspto-grants-1994_08
Patent number
US05334601

Reaction notes

Loading…