ChemicalBook CAS DataBase List 3,5-DIBROMOBENZYL ALCOHOL

3,5-DIBROMOBENZYL ALCOHOL synthesis

6synthesis methods

Product Name:3,5-DIBROMOBENZYL ALCOHOL
CAS Number:145691-59-4
Molecular formula:C7H6Br2O
Molecular Weight:265.93

618-58-6

145691-59-4

Step 1: To a stirred solution of 3,5-dibromobenzoic acid (2 g, 7.168 mmol) in tetrahydrofuran (20 mL) was slowly added borane dimethyl sulfide (3.4 mL, 35.842 mmol, 5 eq.) at 0 °C. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was cooled to 0 °C and the reaction was carefully quenched with methanol (appropriate amount). Subsequently, the reaction mixture was concentrated under reduced pressure to afford (3,5-dibromophenyl)methanol as an off-white solid (1.8 g, 94% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 4.47 (d, J = 6Hz, 2H), 5.39 (t, J = 6Hz, 1H), 7.49 (s, 2H), 7.65 (s, 1H).

618-58-6
271 suppliers
$6.00/5g

145691-59-4
117 suppliers
$6.00/100mg

Yield:145691-59-4 94%

Reaction Conditions:

with dimethylsulfide borane complex in tetrahydrofuran at 0 - 20;

Steps:

Step 1

Step 1 : To a stirred solution of 3,5-dibromobenzoic acid (2 g, 7.168 mmol) in tetrahydrofuran (20 mL) was added borane dimethylsulfide (3.4 mL, 35.842 mmol, 5 eq.) at 0 °C, and the reaction mixture was stirred at room temperature for overnight. The reaction mixture was quenched with methanol at 0 °C and concentrated under vacuo to obtain (3,5- dibromophenyl)methanol as an off white solid (1.8 g, 94%). H NMR (400 MHz, DMSO-d6) δ ppm 4.47 (d, J = 6 Hz, 2H), 5.39 (t, J = 6 Hz, 1 H), 7.49 (s, 2H), 7.65 (s, 1 H).

References:

WO2017/46739,2017,A1 Location in patent:Page/Page column 60