Tetrahydro-4H-pyran-4-ol → Tetrahydro-4H-pyran-4-yl 3-oxobutanoate
Reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.[C:8]([CH:11]1C(=O)OC(C)(C)[O:13][C:12]1=O)(=[O:10])[CH3:9]>C1C=CC=CC=1>[O:10]=[C:8]([CH3:9])[CH2:11][C:12]([O:7][CH:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of tetrahydro-4H-pyran-4-ol (1.6 ml, 16.8 mmoles) and 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione (3.0 g, 16.1 mmoles) in dry benzene (50 ml) was heated under reflux for 4 hours. The solvent was removed in vacuo and the residue distilled at 146°-151°/14 mm Hg to afford the title product as a colourless oil, 2.84 g. Nmr (CDCl3)δ5.1 (m,H), 3.5 (s,3H).
Workup
- temperatureunder reflux for 4 hours
- customThe solvent was removed in vacuo
- distillationthe residue distilled at 146°-151°/14 mm Hg
Sources & evidence
- ORD record
- ord-cb09f0193b7f4887922c4b589c6703b0
- Source dataset
- uspto-grants-1987_08
- Patent number
- US04686217
Reaction notes
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