Ethyl Acetate → 4-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl acetate

HRID 1039802Notes

Reaction equation

HRID 1039802 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=1.[C:17](OCC)(=[O:19])[CH3:18]>[Zn]>[C:17]([O:16][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][O:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][O:1]2)=[CH:14][CH:13]=1)(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 67139706(4-{[(Oxan-2-yl)oxy]methyl}phenyl)methanol

Product 1

HCID 680079574-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl acetateYield 84%

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Under a nitrogen atmosphere, a mixture of (4-((tetrahydro-2H-pyran-2-yloxy)methyl)phenyl)methanol (6 mmol), a zinc cluster Zn4O (OCOCF3)6 (0.075 mmol), and ethyl acetate (1.7 ml) was refluxed for 18 hours. As a result, 4-((tetrahydro-2H-pyran-2-yloxy)methyl)benzyl acetate was obtained in a yield of 84%.

Sources & evidence

ORD record
ord-c3b04503b5c04b22aada7f04710fab7b
Source dataset
uspto-grants-2013_10
Patent number
US08552204B2

Reaction notes

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