ChemicalBook CAS DataBase List 3-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL

3-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL synthesis

8synthesis methods

Product Name:3-(4-FLUORO-PHENYL)-PROP-2-YN-1-OL
CAS Number:80151-28-6
Molecular formula:C9H7FO
Molecular Weight:150.15

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Yield:80151-28-6 100%

Reaction Conditions:

Stage #1: 1-ethynyl-4-fluorobenzenewith n-butyllithium in tetrahydrofuran at -65; for 1 h;Inert atmosphere;
Stage #2: formalin in tetrahydrofuran at 20;

Steps:

8.1 1. Procedure fin- the preptiration of compound Sla

To a stined solution of 4-f1uornphen)Iaut’Ienu (50 g 41 7 mmol in TI-IF (30 mL) at -bi°C under a N2 atmosphere was added n-BuLi (2.5 M in hexane. 18.3 rnL 45.8 mmoi) and the mixture was stirred at -65 °C for I h. Paraformaldehyde (2.5 g. 83.3 maml) was addedand the mixture was allowed to warm slowly to RT and stirred overnighL TLC (PE:EA=4:1) showed that the starling material was consumed. Water was added and the mixture was extracted with EA (30 mLj. The organic extract was washed with water (20 mL x 2) brrnc (20 rnL) driLd ovei Na2904 filtered and concentiated in wsuw to give compound 51a (6 5 g 100%) as a hron oil whlLh 4” ucd in next sftp direeth

References:

WO2015/3223,2015,A1 Location in patent:Page/Page column 57

352-34-1 Synthesis