ChemicalBook CAS DataBase List 3-BROMO-2,2-DIMETHYLPROPIONIC ACID

3-BROMO-2,2-DIMETHYLPROPIONIC ACID synthesis

5synthesis methods

Product Name:3-BROMO-2,2-DIMETHYLPROPIONIC ACID
CAS Number:2843-17-6
Molecular formula:C5H9BrO2
Molecular Weight:181.03

4835-90-9
218 suppliers
$13.00/25g

2843-17-6
35 suppliers
$125.00/250mg

Yield: 66%

Reaction Conditions:

with hydrogen bromide in water at 100; for 19 h;

Steps:

6
Example 6 (Step F; )Hydroxy pivalic acid (6') (18.0 g, 152.4 mrnoi) was mixed with aqueous HBr (62%, 100 mL). The mixture was heated to 100 °C and the temperature was kept for 19 h. The mixture was cooled to ambient temperature and diluted with 250 mL of water. The aqueous layer was extracted with diethyl ether (2 x 50 mL). The combined organic extracts were washed with water (3 x 25 mL) and dried over sodium sulfate. The solvent was removed under reduced pressure to provide an oil which crystallized on standing. Bromo pivalic acid (7') was obtained in a yield of 66% (18.26 g, 100.9 mmol).¹ H-NMR (300 MHz, CDCI₃): δ = 1.34 (s, 6H, CH₃), 1.99 (s, 2H, CH₂) ppm.¹³C-NMR (75 MHz, CDCI₃): δ = 24.3 (CH₃), 40.8 (CH₂), 44.2 (C_q), 181.5 (COOH) ppm.

References:

Sandoz AG;ALBERT, Martin;DE SOUZA, Dominic;LANGNER, Martin WO2012/10651, 2012, A2 Location in patent:Page/Page column 20