2-Methylphenethyl alcohol → HCID 55250755, compound

HRID 1771406Notes

Reaction equation

HRID 1771406 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][OH:10].[OH:11][CH:12]([OH:16])[C:13](O)=O>C(O)(C(F)(F)F)=O>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[CH2:8][CH2:9][O:10][CH:13]2[C:12]([OH:16])=[O:11]

Participants

4

Reactant 2

HCID 882672-Methylphenethyl alcoholHCID 2723641Glyoxylic acid monohydrate

Product 1

HCID 55250755HCID 55250755, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The mixture of 2-(2-methylphenyl)ethanol (2 g), TFA (10 ml) and 2,2-dihydroxyacetic acid (1.5 g) was refluxed for 23 hrs and volatiles were evaporated. Separation method I yielded the title compound (2.6 g) as an off-white solid. Alternatively, sulphuric acid can be used in cyclization.

Workup

  1. temperaturewas refluxed for 23 hrs
  2. customvolatiles were evaporated
  3. customSeparation method I

Sources & evidence

ORD record
ord-ad679cb965044769894037075a61d02c
Source dataset
uspto-grants-2016_02
Patent number
US09249127B2

Reaction notes

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