Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701158Generated: November 1, 2026

Thioglycolic Acid → HCID 20348735, compound

https://huagongshe.com/reaction/1701158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycolic AcidHCID 1133—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 13519938HCID 13519938—
Reactant2'-Fluoro-4-biphenylyl-methyl-ketoneHCID 54488479—
SolventBenzeneHCID 241—
SolventMethanolHCID 887—
ProductHCID 20348735HCID 20348735—

Reaction Steps

50 gm (0.23 mol) of 1-(2'-fluoro-4-biphenylyl)-1-hydroxy-ethane, m.p. 88° C., (prepared from 2'-fluoro-4-biphenylyl-methyl-ketone by reduction with sodium borohydride in methanol) were dissolved in 500 ml of benzene, 32.2 gm (0.276 mol) of 80% mercapto-acetic acid and 1 gm of p-toluenesulfonic acid were added, and the mixture was heated at its boiling point for 1 hour, using an apparatus equipped with a water trap. 20.5 ml of water were separated. The benzene solution was washed with water after cooling, dried and evaporated. The crystalline residue was recrystallized from benzene/cyclohexane (2:1), whereby 38.0 gm (61.5% of theory) of the title compound, m.p. 125°-127° C., were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04191776
Source datasetuspto-grants-1980_03
ORD IDord-f4501e07a2e4490f942fc150eeaaa7a7
Source noteuspto-grants-1980_03