ChemicalBook CAS DataBase List 2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE

2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE synthesis

3synthesis methods

Product Name:2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE
CAS Number:34941-21-4
Molecular formula:C8H14O2
Molecular Weight:142.2

50675-23-5 Synthesis

2,2-diMethyltetrahydro-2H-pyran-4-yl)Methanol

50675-23-5
27 suppliers
$45.00/25mg

2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE

34941-21-4
78 suppliers
$62.00/50mg

Yield:34941-21-4 90%

Reaction Conditions:

with Dess-Martin periodane in dichloromethane at 0; for 1 h;

Steps:

1 Step 1. 2,2-dimethyltetrahydro-2H-pyran-4-carbaldehyde

To a solution of (2,2-dimethyltetrahydro-2H-pyran-4-yl)methanol (8 g, 55.5 mmol) in 260 mL DCM cooled to 0°C via ice/water bath was added Dess-Martin Periodinane (29.4 g, 69.3 mmol) in portions over 3 minute and the resulting mixture was stirred for lh at 0°C. The mixture was quenched with solid calcium hydroxide (excess) and stirred vigorously for 45 minutes. The solids were filtered off and washed with DCM (2 x 100 mL). The organics were concentrated to dryness under reduced pressure and the aldehyde was used as is for the next reaction sequence (7.1 1 g, 90%). 'HNMR (CD₃OD) δ: 9.56 (s, 1H); 4.16 (dd, J = 3.3 and 16.1 Hz, 1H); 3.80 - 3.62 (m, 2H); 2.76-2.66 (m, 1H); 1.90-1.85 (m, 1H); 1.72-1.64 (m, 1H); 1.62-1.52 (m, 1H); 1.24 (s, 3H); 1.22 (s, 3H).

References:

WO2015/13835,2015,A1 Location in patent:Page/Page column 56

(Z)-4-(MethoxyMethylene)-2,2-diMethyltetrahydro-2H-pyran

55733-50-1
3 suppliers
inquiry

34941-21-4
78 suppliers
$62.00/50mg

References

1194-16-7 Synthesis

1194-16-7
168 suppliers
$16.00/250mg

34941-21-4
78 suppliers
$62.00/50mg

References

2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-CARBALDEHYDE Related Search:

2,2-Dimethyltetrahydro-2H-pyran-4-carboxylic acid 1-(2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-YL)-PROPAN-1-ONE 1-(2,2-DIMETHYL-TETRAHYDRO-PYRAN-4-YL)-BUTAN-1-ONE