Hydrochloric Acid → 2-(2,3-Dihydro-1-benzofuran-4-yl)ethan-1-ol

HRID 1602404Notes

Reaction equation

HRID 1602404 reaction equation
O[CH2:2][CH2:3][C:4]1[C:9]([CH2:10][CH2:11][OH:12])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:13].Cl>O>[O:13]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH2:10][CH2:11][OH:12])[C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 196116402,3-Bis(2-hydroxyethyl)phenol

Product 1

HCID 196116722-(2,3-Dihydro-1-benzofuran-4-yl)ethan-1-olYield 111%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2,3-bis(2-hydroxyethyl)-phenol (1.2 g) and 36% aqueous hydrochloric acid (24 ml) was heated at reflux for 2 h. The mixture was cooled, diluted with water (24 ml) and extracted with ethyl acetate (2×24 ml). The combined extracts were dried (Na2SO4) and the solvent evaporated to give the title compound (1.2 g) as a brown oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperatureThe mixture was cooled
  4. extractionextracted with ethyl acetate (2×24 ml)
  5. dry with materialThe combined extracts were dried (Na2SO4)
  6. customthe solvent evaporated

Sources & evidence

ORD record
ord-63735aa97acc44b78ed54b56931a4332
Source dataset
uspto-grants-1999_11
Patent number
US05981572

Reaction notes

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