HCID 66875136, compound → HCID 66874929, compound

HRID 1799653Notes

Reaction equation

HRID 1799653 reaction equation
[CH2:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19]C1CCCCO1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)(=O)C.O1CCCC1.O>[CH2:1]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 66875136HCID 66875136, compound

Product 1

HCID 66874929HCID 66874929, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

A solution of 2-(9-phenethyloxy-nonyloxy)-tetrahydro-pyran (890 mg, 2.55 mmol) in acetic acid/tetrahydrofuran/water 4:2:1 (23 mL) was stirred at 45° C. for 4 h. After evaporation, the residue was purified by chromatography (SiO2; heptane-ethyl acetate gradient), affording 9-phenethyloxy-nonan-1-ol (513 mg, 76%). Colorless oil, m/e=265.3 ([M+H]+).

Workup

  1. customAfter evaporation
  2. customthe residue was purified by chromatography (SiO2; heptane-ethyl acetate gradient)

Sources & evidence

ORD record
ord-b6ed75712a5a4e50ab525b8e2d2b6aac
Source dataset
uspto-grants-2013_01
Patent number
US08344027B2

Reaction notes

Loading…