ChemicalBook CAS DataBase List 4-(4-FORMYL-PHENOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-(4-FORMYL-PHENOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

6synthesis methods

Product Name:4-(4-FORMYL-PHENOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS Number:207798-38-7
Molecular formula:C17H23NO4
Molecular Weight:305.37

123-08-0 Synthesis

123-08-0
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118811-07-7 Synthesis

4-(TOLUENE-4-SULFONYLOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

118811-07-7
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4-(4-FORMYL-PHENOXY)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

207798-38-7
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Yield:207798-38-7 100%

Reaction Conditions:

with potassium carbonate in acetonitrile at 80; for 18 h;

Steps:

Step (i): Preparation of t-Butyl 4-(4-formyl phenoxy) piperidine-1-carboxylate

Step (i): Preparation of t-Butyl 4-(4-formyl phenoxy) piperidine-1-carboxylateA solution of 4-Hydroxybenzaldehyde (20.1 grams, 0.164 moles), potassium carbonate (67.9 grams, 0.492 moles) and t-butyl 4-(toluene-4-sulfonyloxy) piperidine-l-carboxylate (70 grams, 0.197 moles) in acetonitrile (1000 mL) was stirred for 18 hours at 80 °C. The progress ofthe reaction was monitored by thin layer chromatography. After completion of reaction, the mass was cooled to room temperature and quenched on to chilled water (1000 mL). The compound was extracted with dichloromethane (3 x 500 mL). The resulting dichloromethane layer was washed with 10 % lye solution (100 mL), water (100 mL) and brine solution (100 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure to afford the titlecompound (50.3 grams).Yield: 100 %.‘H - NMR (6 ppm): 1.48 (9H, s), 1.76 - 1.83 (2H, m), 1.96 - 2.04 (2H, m), 3.36 - 3.41 (2H, m), 3.68 - 3.73 (2H, m), 4.45 - 4.60 (IH, m), 6.96 - 7.02 (2H, m), 7.78 - 7.85 (2H, m), 9.89 (IH, s);Mass (m/z): 306.4 (M+H).

References:

WO2014/30170,2014,A1 Location in patent:Page/Page column 5

123-08-0 Synthesis

123-08-0
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109384-19-2 Synthesis