ChemicalBook CAS DataBase List 3-(4-Chlorophenyl)propan-1-ol

3-(4-Chlorophenyl)propan-1-ol synthesis

13synthesis methods

Product Name:3-(4-Chlorophenyl)propan-1-ol
CAS Number:6282-88-8
Molecular formula:C9H11ClO
Molecular Weight:170.64

2019-34-3 Synthesis

2019-34-3
224 suppliers
$6.00/1g

6282-88-8
164 suppliers
$16.00/1g

Yield:6282-88-8 97%

Reaction Conditions:

Stage #1:3-(4-chlorophenyl)propanoic acid with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 20;Inert atmosphere;
Stage #2: with Rochelle's salt in tetrahydrofuran at 0 - 20;

Steps:

1
Preparation of 3-(4-chlorophenvDpropan-l-ol A slurry of LAH (2.10 g, 55.2 mmol) in dry THF (250 mL) is stirred at 0 °C under nitrogen and a solution of 3-(4-chlorophenyl)propionic acid (10.2 g, 55.2 mmol) in THF (10 mL) is added slowly. The reaction is allowed to warm to rt and stirred overnight. The reaction is cooled at 0 °C and a saturated solution of potassium sodium tartrate (20 mL) is added carefully. The mixture is then stirred at rt for 4 h, diluted with ethyl acetate and filtered through Celite. The salts are washed with ethyl acetate and the filtrate is concentrated to give 9.20 g (97%) of desired product as clear colorless oil. NMR (400 MHz, CDC ) δ 1.89 (2 H, m), 2.71 (2 H, m), 3.69 (2 H, t,), 7.15 (2 H, d,), 7.27 (2 H, d); HPLC retention time: 3.44 min. (Method A).

References:

BIORELIX, INC.;COISH, Philip, D., G.;DIXON, Brian, R.;OSTERMAN, David;ARISTOFF, Paul, Adrian;NAVIA, Manuel;SCIAVOLINO, Frank;AVOLA, Stephanie;BABOULAS, Nick;BELLIOTTI, Thomas, R.;BELLO, Angelica;BERMAN, Judd;CHRUSCIEL, Robert, A.;EVANS, Bruce, R.;KAUR, Harpreet;MOON, David;PHAM, Vinh;ROUGHTON, Andrew;WICKENS, Phil;WILSON, Jeffrey WO2011/126567, 2011, A1 Location in patent:Page/Page column 163-164

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