![](/CAS/GIF/10602-04-7.gif)
4-ETHYNYLBENZYL ALCOHOL 97 synthesis
- Product Name:4-ETHYNYLBENZYL ALCOHOL 97
- CAS Number:10602-04-7
- Molecular formula:C9H8O
- Molecular Weight:132.16
![4-(TRIMETHYLSILYLETHYNYL)BENZYL ALCOHOL](/CAS/GIF/275386-60-2.gif)
275386-60-2
68 suppliers
$10.00/100mg
![4-ETHYNYLBENZYL ALCOHOL 97](/CAS/GIF/10602-04-7.gif)
10602-04-7
118 suppliers
$24.00/100mg
Yield:10602-04-7 100%
Reaction Conditions:
with tetrabutyl ammonium fluoride in tetrahydrofuran at 0 - 20; for 3 h;
Steps:
1 Step 1. Preparation of (4-ethynylphenyl) methanol (122-01) :
To a solution of (4-bromophenyl) methanol (935mg, 5mmol) in dry TEA was added Pd (PPh3) 2Cl2 (175mg, 0.25mmol) , CuI (48mg, 0.25mmol) and P (t-Bu) 3 (51mg, 0.25mmol) under N2 atmosphere. The reaction mixture was stirred for 5mins, followed by addition of ethynyltrimethylsilane (980mg, 10mmol) dropwise. The reaction mixture was then microwaved at 130 for 4hrs. The reaction mixture was cooled to room temperature, filtered over celite. Solvents were removed from the filtrate in vacuo, then the residue was extracted by EtOAc/H2O 3 times. The organic layer was combined, washed with brine, dried over Na2SO4 and further pufrified by silica gel column chromatography (PE/EA4/1) to give 670mg of (4- ( (trimethylsilyl) ethynyl) phenyl) methanol as a brown oil (66) .[0633]To a solution of (4- ( (trimethylsilyl) ethynyl) phenyl) methanol (250mg, 1.23mmol) in THF was added TBAF (500mg, 2.45mmol) in portions at 0. The reaction mixture was stirred at 0 to room temperature for 3hrs. Solvents were removed from the mixture in vacuo, and the residue was extracted by EtOAc/H2O 3 times. The organic layer was combined, washed with brine, dried over Na2SO4 and further pufrified by silica gel column chromatography (PE/EA4/1) to give 170mg of (4-ethynylphenyl) methanol as a brown oil (100) . 1H NMR (400Hz, CDCl3) δ7.45-7.49 (m, 2H) , 7.21-7.26 (m, 2H) , 4.69 (s, 1H) , 4.65 (s, 2H) .
References:
NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING;ZHANG, Zhiyuan;WANG, Xiaodong;HUANG, Shaoqiang;JIANG, Xian;LI, Li;ZHANG, Zhaolan;HAN, Jianguang WO2018/14802, 2018, A1 Location in patent:Paragraph 0364
![4-ETHYNYLBENZALDEHYDE](/CAS/GIF/63697-96-1.gif)
63697-96-1
180 suppliers
$10.00/250mg
![4-ETHYNYLBENZYL ALCOHOL 97](/CAS/GIF/10602-04-7.gif)
10602-04-7
118 suppliers
$24.00/100mg
![4-Bromobenzyl alcohol](/CAS/GIF/873-75-6.gif)
873-75-6
308 suppliers
$6.00/5g
![(Triisopropylsilyl)acetylene](/CAS/GIF/89343-06-6.gif)
89343-06-6
254 suppliers
$6.00/1g
![4-ETHYNYLBENZYL ALCOHOL 97](/CAS/GIF/10602-04-7.gif)
10602-04-7
118 suppliers
$24.00/100mg
![4-ETHYNYL-BENZOIC ACID METHYL ESTER](/CAS/GIF/3034-86-4.gif)
3034-86-4
183 suppliers
$6.00/100mg
![4-ETHYNYLBENZYL ALCOHOL 97](/CAS/GIF/10602-04-7.gif)
10602-04-7
118 suppliers
$24.00/100mg
![4-Bromobenzyl alcohol](/CAS/GIF/873-75-6.gif)
873-75-6
308 suppliers
$6.00/5g
![4-ETHYNYLBENZYL ALCOHOL 97](/CAS/GIF/10602-04-7.gif)
10602-04-7
118 suppliers
$24.00/100mg