Hydroxyphenylacetic acid → HCID 23369910, compound

HRID 1761956Notes

Reaction equation

HRID 1761956 reaction equation
[CH:1]1(O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][C:16]([O:18][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:17])=[CH:13][CH:14]=1

Participants

6

Reactant 4

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

Product 1

HCID 23369910HCID 23369910, compoundYield 104.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Cyclohexyl alcohol (6 g), 4-hydroxyphenylacetic acid (7.6 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) were refluxed with continuous water separation for 8 hours. The mixture was cooled and washed with a 10% Na2CO3 solution, then with water. Drying over MgSO4 and evaporation of the solvent in vacuo gave 12.24 g of cyclohexyl 4-hydroxyphenylacetate. That compound can be represented by the formula: ##STR24##

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with a 10% Na2CO3 solution
  3. dry with materialDrying over MgSO4 and evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-35dcff85a3b24fa4ae29329585cf8d2d
Source dataset
uspto-grants-1989_05
Patent number
US04829086

Reaction notes

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