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Chemical Structure| 77342-93-9 Chemical Structure| 77342-93-9

Structure of Tetrahydropyran-3-carbaldehyde
CAS No.: 77342-93-9

Chemical Structure| 77342-93-9

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Product Details of [ 77342-93-9 ]

CAS No. :77342-93-9
Formula : C6H10O2
M.W : 114.14
SMILES Code : O=CC1CCCOC1
MDL No. :MFCD03789633
InChI Key :KYHPVAHPKYNKOR-UHFFFAOYSA-N
Pubchem ID :10129928

Safety of [ 77342-93-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 77342-93-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 77342-93-9 ]

[ 77342-93-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13417-49-7 ]
  • [ 77342-93-9 ]
YieldReaction ConditionsOperation in experiment
91.6% With palladium 10% on activated carbon; hydrogen; In methanol; under 2068.65 Torr; 10% Pd/C (600 mg) was slowly added to a solution of Compound-2 (6 g, 53.5 mmol) in methanol (10 mL) and the mixture was stirred under hydrogen(40 psi). The reaction mixture was filtered through celite, the precipitate was rinsed with methanol and the filtrate was concentrated under vacuum. The residue was purified by fractional distillation at 125 C/20 mm Hg to obtain Compound-3 (5.5 g, 91.6%). MS (m/z): [M + H]+,115.1.
91.6% With palladium 10% on activated carbon; hydrogen; In methanol; 10% Pd/C (600 mg) was slowly added to a solution of Compound-2 (6 g, 53.5 mmol) in methanol (10 mL) and the mixture was stirred under hydrogen (40 psi). The reaction mixture was filtered through celite, the precipitate was rinsed with methanol and the filtrate was concentrated under vacuum. The residue was purified by fractional distillation at 125 C/20 mm Hg to obtain Compound-3 (5.5 g, 9 1.6%). MS (m/z): [M + H1, 115.1.
85% palladium-carbon; In methanol; 1. 3-Formyl-tetrahydro-2H-pyran 5% Pd/C (5 g) was added to a solution of <strong>[13417-49-7]3-formyl-5,6-dihydro-2H-pyran</strong>1) (95.8 g, 0.81 mol) in MeOH (200 ml) at room temperature, and the mixture was stirred for 15 hours under a hydrogen atmosphere. The catalyst was filtered off, and the solvent was removed in vacuo. The resulting oil was distilled under reduced pressure (84-85 C./36-39 mmHg) to give 3-formyl-tetrahydro-2H-pyran (79.4 g, 85% yield). 1) Japan Kokaitokkyo Koho 84167584 (1984) 1H NMR: (CDCl3), 1.59-1.72 (m, 2H), 1.82-1.98 (m, 2H), 2.44-2.54 (m, 1H), 3.52-3.61 (m, 1H), 3.68-3.74 (m, 1H), 3.82 (dd, 1H, J=11.7, 6.6 Hz), 3.97 (dd, 1H, J=11.7, 3.7 Hz), 9.72 (s, 1H).
With hydrogen;palladium 10% on activated carbon; In ethanol; at 20℃; for 0.5h; Intermediate 25: Tetrahvdro-2H-pyran-3-carbaldehvde5,6-Dihydro-2H-pyran-3-carbaldehyde (2.98 gm) in ethanol (70 ml) was treated with 10% wetted palladium on carbon catalyst under nitrogen, then hydrogenated at ambient temperature and pressure for 30 min. The catalyst was filtered off through Celite and the filtrate evaporated, then re-evaporated from toluene to give the product as an oil, yield 2.58g.1H NMR (CDCI3): delta 9.72 (1 H, s), 3.98 (1 H, m), 3.82 (1 H, m), 3.73 (1 H, m), 3.58 (1 H, m), 2.49 (1 H, m), 1.95 (1 H, m), 1.87 (1 H, m), 1.70 (1 H, m), 1.61 (1 H, m).

 

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