Ethyl Acetate → HCID 46180111, compound

HRID 433125Notes

Reaction equation

HRID 433125 reaction equation
[CH2:1]([OH:10])[CH2:2][CH2:3][CH:4]([OH:9])[CH2:5][CH2:6][CH2:7][OH:8].[CH3:11][C:12](OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=[O:13].[C:35](OCC)(=[O:37])[CH3:36]>N1C=CC=CC=1>[C:12]([O:10][CH2:1][CH2:2][CH2:3][CH:4]([OH:9])[CH2:5][CH2:6][CH2:7][O:8][C:35](=[O:37])[CH3:36])(=[O:13])[CH3:11]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 2271791,4,7-HeptanetriolHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl ester

Product 1

HCID 46180111HCID 46180111, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of heptane-1,4,7-triol (162 mg, 1.09 mmol) in pyridine (4 ml) was added acetic anhydrous (216 mg, 2.28 mmol) at 0° C. The resulting mixture was allowed to stir for 4 hours at 0° C. and then diluted with ethyl acetate (100 ml). The organic solution was washed with sat. NaHCO3, brine and dried over Na2SO4. Evaporation of the solvent and purification of the residue by column chromatography on silica gel, using 30% ethyl acetate in hexanes, gave the title compound (120 mg, 50%) as a colorless oil.

Workup

  1. washThe organic solution was washed with sat. NaHCO3, brine
  2. dry with materialdried over Na2SO4
  3. customEvaporation of the solvent and purification of the residue by column chromatography on silica gel

Sources & evidence

ORD record
ord-1757cbe30ec24209aaa415436b55138c
Source dataset
uspto-grants-2003_12
Patent number
US06667320B2

Reaction notes

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