ChemicalBook CAS DataBase List 4-PHENOXYPIPERIDINE

4-PHENOXYPIPERIDINE synthesis

4synthesis methods

Product Name:4-PHENOXYPIPERIDINE
CAS Number:3202-33-3
Molecular formula:C11H15NO
Molecular Weight:177.24

3-Iodo-azetidine-1-carboxylic acid tert-butyl ester

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3202-33-3
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Yield: 96%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 20; for 2.5 h;

Steps:

3.2.3. 4-Phenoxypiperidine [66] CAS: 3202-33-3
tert-Butyl 4-phenoxypiperidine-1-carboxylate (453 mg) was dissolved in dichloromethane (10 mL).TFA (1.4 mL) was added and the mixture was stirred at room temperature for 2.5 h. The reactionmixture was concentrated and re-dissolved in dichloromethane (20 mL), followed by washingwith 1.5 M NaOH (20 mL). The water phase was extracted with 2 20 mL DCM. The combinedorganic phases were dried over Na2SO4, filtered and concentrated. Purification with flash columnchromatography using 5% MeOH and 1% triethylamine (TEA) in DCM Product was isolated as awhite solid (290 mg, 96%). Rf = 0.18 (5% MeOH, 1% TEA in DCM). 1H-NMR (400 MHz, CDCl3) δ 7.30-7.25 (m, 2H), 6.96-6.89 (m, 3H), 4.39 (hept, J = 3.9 Hz, 1H), 3.20-3.12 (m, 2H), 2.80-2.72 (m, 2H),2.24 (br. s, 1H), 2.08-1.97 (m, 2H), 1.75-1.65 (m, 2H). 13C-NMR (101 MHz, CDCl3) δ 157.4, 129.6, 121.0,116.3 73.1, 43.8, 32.2. HPLC purity > 99%.

References:

Roslin, Sara;Brandt, Peter;Nordeman, Patrik;Larhed, Mats;Odell, Luke R.;Erikssoni, Jonas [Molecules,2017,vol. 22,# 10,art. no. 1688]

4783-86-2 Synthesis