Hexane → 2H-Pyran, tetrahydro-2-(4-iodophenoxy)-

HRID 626161Notes

Reaction equation

HRID 626161 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.CCCCCC.[O:15]1[CH:20]=[CH:19][CH2:18][CH2:17][CH2:16]1>S(=O)(=O)(O)O>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][O:15]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 80803,4-dihydro-2H-pyranHCID 108944-Iodophenol

Product 1

HCID 29168032H-Pyran, tetrahydro-2-(4-iodophenoxy)-Yield 65.9%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

4-Iodophenol 10.0 g (45.5 mmol) was dissolved in 20 mL 3,4-dihydro-2H-pyran, then one drop of concentrated sulfuric acid was added, the reaction mixture was stirred for 30 min, then the mixture was poured into 1000 mL of n-hexane, filtered and washed with 300 mL (100 mL×3) hexane, dried in vacuum to afford the desired product as white solid (9.1 g, 65.9% yield).

Workup

  1. filtrationfiltered
  2. washwashed with 300 mL (100 mL×3) hexane
  3. customdried in vacuum

Sources & evidence

ORD record
ord-439d1843a4c54b3787c2ff7ccece4c0e
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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