Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374833Generated: October 30, 2026

Hydroxyphenylacetic acid → HCID 23369908, compound

https://huagongshe.com/reaction/374833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyphenylacetic acidHCID 127—
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,3,5,5-TetramethylcyclohexanolHCID 75851—
SolventWaterHCID 962—
ProductHCID 23369908HCID 23369908106.1%

Reaction Steps

A mixture of 4-hydroxyphenylacetic acid (6.08 g), 3,3,5,5-tetramethylcyclohexyl alcohol (6.24 g), p-toluenesulfonic acid (1 g) and benzene (300 mL) was refluxed for 8 hours with continuous water separation. The mixture was cooled and washed with 10% Na2CO3, then with water. Drying over MgSO4 and evaporation in vacuo yielded 12.3 g of 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate. That product, which can be represented by the structural formula ##STR27## is characterized by the following NMR (CDCl3, TMS, ppm): 7.00(d, J=8 Hz, 2H), 6.60(d, J=8 Hz, 2H), 5.00(broad, 1H), 3.40(s, 2H) and 1.8-0.80(m, 18H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05482961
Source datasetuspto-grants-1996_01
ORD IDord-664f91060a714a78a491690226a1bc18
Source noteuspto-grants-1996_01